Tag: M.W=300-400

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 757978-18-0, name is 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Product Details of 757978-18-0

To a stirred solution of 5-bromo-3-iodo-lH-pyrrolo[2,3-Z?]pyridine (0.70 g, 2.2 mmol) in 15 mL of anhydrous THF cooled to 0C with an ice bath was added NaH [60% dispersion in mineral oil] (0.13 g, 3.3 mmol). The reaction mixture was stirred for 20 min at 0C, after which -toluenesulfonyl chloride (0.47 g, 2.4 mmol) was added. The resulting mixture was stirred at 0C for 1.5 hr, after which cold 0.5 M HCl (20 mL) was added. The mixture was partitioned between EtOAc and 0.5 M HCl, after which the organic layer was separated, dried over MgSC , filtered, and evaporated in vacuo to yield a residue that was triturated with 20% CH2CI2 in hexanes to yield the title compound (0.84 g, 81%) as a light yellow powder. XH NMR (DMSO-ift), 300MHz) delta 8.51 (d, J= 2.1 Hz, 1H), 8.22 (s, 1H), 8.02 (d, J= 1.2 Hz, 1 H), 8.00 (d, J= 5.1 Hz, 2H), 7.44 (dd, J= 8.7 Hz, 0.6 Hz, 2H), 2.35 (s, 3H); MS ESI (m/z): 477.0/479.0 (M+l)+, calc. 476.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 757978-18-0, 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; UNIVERSITY OF ROCHESTER; BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA; GELBARD, Harris A.; DEWHURST, Stephen; GENDELMAN, Howard E.; WO2014/85795; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 193537-14-3, name is Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Phenylacetyl chloride (81 muL, 0.614 mmol) was added dropwise to a solution containing 9g (100 mg, 0.307 mmol) and DIPEA (59 muL, 0.34 mmol) in CH2Cl2 (2 mL), and the reaction was stirred for 2 days. The reaction solution was washed with 0.1M HCl and 1M NaOH. The organic layer was concentrated under reduced pressure and the residue was chromatographed on silica gel (hexane/Et2O 4:1) and then recrystallised from hexane (6.1 mg, 5%). 1H NMR (300 MHz, CDCl3) delta 7.45 (m, 5H, C6H5), 4.54 (s, 2H, 7-CH2), 4.29 (q, J = 7.1 Hz, 2H, CH2CH3), 3.87 (s, 2H, CH2Ph), 3.68 (m, 2H, 5-CH2), 2.90 (m, 2H, 4-CH2), 1.53 (s, 9H, Boc), 1.37 (t, J = 7.2 Hz, 3H, CH2CH3). ESI-MS m/z 445.3 [M + H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 193537-14-3, Ethyl 6-Boc-2-amino-4,7-dihydro-5H-thieno[2,3-c]pyridine-3-carboxylate.

Reference:
Article; Nankervis, Jacob L.; Feil, Susanne C.; Hancock, Nancy C.; Zheng, Zhaohua; Ng, Hooi-Ling; Morton, Craig J.; Holien, Jessica K.; Ho, Patricia W.M.; Frazzetto, Mark M.; Jennings, Ian G.; Manallack, David T.; John Martin; Thompson, Philip E.; Parker, Michael W.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 23; (2011); p. 7089 – 7093;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1061357-87-6, name is 6-Bromo-4-iodonicotinonitrile. A new synthetic method of this compound is introduced below., Application In Synthesis of 6-Bromo-4-iodonicotinonitrile

To a solution of Intermediate 10A (0.60 g, 1.94 mmol) in a mixture of toluene (10 mL) and water (2 mL) was added cyclopropylboronic acid (0.20 g, 2.33 mmol) followed by K3PO4 (0.82 g, 3.88 mmol) and the resulting mixture was degassed for 15 minutes. Palladium(II) acetate (0.05 g, 0.19 mmol) and tricyclohexylphosphine (0.11 g, 0.39 mmol) ware added. The resulting mixture was degassed again for 10 minutes and heated at 140 C for 1 h in the microwave. The reaction mixture was cooled to ambient temperature and filtered through Celite. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (Redisep12 g, 1520% EtOAc/nHexanes) to obtain Intermediate 10 (0.10 g, 23.08 %) as a yellow solid. 1H NMR (400 MHz, DMSOd6) G^ppm 0.93 1.02 (m, 1 H), 1.04 1.13 (m, 1 H), 1.19 1.35 (m, 2 H), 2.05 2.21 (m, 1 H), 8.51 (s, 1 H), 8.75 (s, 1 H). LCMS (MethodD): retention time 2.25 min, [M+2H] 223.0.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 1061357-87-6, 6-Bromo-4-iodonicotinonitrile.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YADAV, Navnath Dnyanoba; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; GUNAGA, Prashantha; PANDA, Manoranjan; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (444 pag.)WO2018/222795; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows. 641569-94-0

Add 4-Methyl-3-[[4- (3-pyridinyl) -2-pyrimidinyl] amino] benzoic acid (107.2 mg, 0.35 mmol), add thionyl chloride (0.50 mL), DMF (3 drops) and bring to room temperature The mixture was stirred for 17 hours. The solution was then concentrated to dryness.After that, THF (5.0 mL) was added and 3-Bromo-4- (4-methyl-piperazin-1-ylmethyl) -phenylamine (C) (82.4 mg, 0.29 mmol),DMAP (1.2 mg, 0.01 mmol),N, N-Diisopropylethylamine (60.6 muL, 0.35 mmol) was added and the mixture was stirred at room temperature for 2.5 hours. Add water and ethyl acetate,After washing with saturated aqueous sodium hydrogen carbonate solution, the solvent was distilled off. The obtained residue is subjected to silica gel column chromatographyPurification by (chloroform: methanol = 5: 1) gave IMT-5 precursor (43.0 mg, 0.075 mmol, 25%, white solid)

Statistics shows that 641569-94-0 is playing an increasingly important role. we look forward to future research findings about 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid.

Reference:
Patent; Kyoto University; Arkray Corporation; Saji, Hideo; Kimura, Hiroyuki; Matsuda, Hirokazu; Soma, Tasukukei; Nakanishi, Shuichi; (26 pag.)JP2019/64987; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The common heterocyclic compound, 117977-21-6, name is 2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole, molecular formula is C18H21N3O2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route. 117977-21-6

Chloroform (325 liters), and meta-chloro-per-benzoic-acid (39.0 kg) were taken into a reactor and the mixture was stirred for about 50 minutes. The meta- chloro-per-benzoic-acid layer which settles at the bottom was separated, and taken into an addition bulb. Chloroform (325 liters), 2-[[[4-(3-methoxypropoxy)-3-methyl-2- pyridinyl] methyl] thio]-H-benzimidazole (65 kg) and DMSO (130 liters) were taken into another reactor and cooled to a temperature of about -12.5 0C. The solution of meta-chloro-per-benzoic-acid prepared above was added to the cooled reaction mass slowly. The reaction mass was maintained at about -12 0C for about 30 minutes.A solution of water (325 liters) and sodium hydroxide (41 .6 kg) was added to the above reaction mass and stirred for about 10 minutes. The pH of the reaction mass was adjusted to about 8.5 to about 9.0 using acetic acid (44 liters). The organic layer was separated and the aqueous layer was extracted into chloroform (65 liters). The organic layer was then extracted into a solution of sodium hydroxide flakes (3.2 kg) in water (195 liters), followed by extraction with a solution of sodium hydroxide (2.0 kg) in water (130 liters). The combined aqueous layer was washed with chloroform (30 X 2 liters). The aqueous layer was given carbon treatment and filtered through a hyflow bed. The carbon bed was washed with water (65 liters). To the aqueous layer chloroform (65 liters) and methanol (65 liters) were added and the mixture cooled to about 22.5 0C. The pH of the reaction mixture was adjusted to about 8.5 to about 9.0 using a 1 :1 combination of acetic acid and water (20 liters), and the organic layer was separated, and the aqueous layer was extracted into chloroform (30 liters). The combined organic layer was added to methyl tertiary butyl ether (290 liters) cooled to a temperature of about 2 0C to about 5 0C. The reaction mass was maintained at about 2 0C to about 5 0C for about 15 minutes. The separated solid was filtered and washed with methyl tertiarybutyl ether (65 liters).The wet material and methanol (45 liters) were added to a solution of sodium hydroxide (6.5 kg) in water (45 liters) taken into a reactor. The reaction mass was stirred for about 25 minutes to about 30 minutes for clear dissolution and then cooled to about 12.5 0C. The pH of the solution was adjusted to about 9.3 to about 9.7 using a 1 :1 solution of acetic acid in water (24 liters) followed by addition of water (98 liters). The pH was readjusted to about 9.3 to about 9.7 using a 1 :1 solution of acetic acid in water at about 12 0C to about 15 0C. The reaction mass was maintained at about 12 0C to about 15 0C for about 30 minutes. The separated solid was filtered and washed with a solution of water (45 liters) and methanol (10 liters). The wet solid was again slurried in a combination of water (215 liters) and methanol (45 liters) for about 45 minutes, and then filtered. The filtered solid was washed with a mixture of water (45 liters) and methanol (10 liters), followed by washing with water (195 liters). Metyl tertiary butyl ether (175 liters) was taken into a reactor and cooled to about 2.5 0C. Dichloromethane (52 liters) was added to it followed by addition of the wet material. The reaction mass was stirred for about 30 minutes at the same temperature and them filtered. The filtered material was washed with methyl tertiary butyl ether (10 liters).The wet material was taken into another 1 10 liters of methyl tertiary butyl ether and stirred for about 40 minutes. The material was then filtered and washed with methyl tertiary butyl ether (25 liters). The wet material was dried at about 47 0C for about 30 minutes to get 19.8 kg of the title compound.

The synthetic route of 117977-21-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LIMITED; DR. REDDY’S LABORATORIES, INC.; WO2008/17020; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A common compound: 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide,molecular formula is C7H4F6N2O4S2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 145100-50-1

(1R)-3-bromo-2-trifluoromethylsulfoxy-1,7,7-trimethyl-bicyclo[2.2.1]heptene-2; [] To the solution of (1R)-3-bromocamphor (46.22g; 0.2 mol) in 230 ml THF 2M LDA solution (105 ml, 0.21 mol) was added drop wise at -78 C. After 30 min stirring at the same temperature a solution of 2-[N,N-bis(trifluoromethane sulfonyl)amino]pyridine (75.23g; 0.21 mol) in 80 ml of THF was added drop wise and then allowed to warm to room temperature over night. Then reaction mixture was cooled in ice bath and 250 ml of ice cold water was carefully added and product was extracted with ether (8 x 50 ml). The combined organic layers were washed with ice cold 2N NaOH, followed with brine, and dried over MgSO4/K2CO3. The residue after concentration on rotary evaporator was dissolved in 200 ml of hexane and filtered trough a shot pad of basic Al2O3. Filtrate was concentrated on rotary evaporator and the resulting oil was distilled in vacuum to give 64 g (88 %) of product as colorless oil (b.p. 73-76C/0.5 mbar).1H NMR (CDCl3) delta = 0.74 (s, 3H), 0.93 (s, 3H), 1.03 (s, 3H), 1.23 (ddd, J=12.6, J=9.2, J=3.7, 1H), 1.43 (ddd,J=12.4, J=8.9, J=3.4, 1H), 1.62 (ddd, J=12.4, J=8.5 J=3.9, 1H), 1.87 (ddt, J=12.5, J=8.6, J=3.7, 1H), 2.46 (d, J=3.7, 1H); 13C NMR (CDCl3) delta = 9.95, 18.71, 19.36, 24.96, 32.05, 56.16, 56.87, 58.72, 113.28, 118.43 (q, J=320.3), 151.99.

With the rapid development of chemical substances, we look forward to future research findings about 145100-50-1.

Reference:
Patent; Degussa AG; EP1595888; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 117977-21-6, name is 2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole. A new synthetic method of this compound is introduced below., 117977-21-6

Example 3 Preparation of 2-[[[4-(3-methoxy propoxy)-3-methyl-2-pyridinyl]methyi]- sulfinyl]-lH-benzimidazole sodium (Rabeprazole Sodium) 2-[[ [4 -(3 -methoxy-propoxy)-3 -methyl-2-pyridinyl]methyl] -thio]-1 H benzimidazole (25 g) was suspended in 500 ml of Purified Water, Sodium hydroxide (5 g) and Pyridine (12.5 ml). To this was slowly added about 160 g of Sodium hypochlorite solution having a chlorine content of 3.2 % at 5-10 C in 2 hours. The reaction mass was maintained at 5 – 8 C for 2 hours. After completion of the reaction, excess Sodium hypochlorite was decomposed using 5% aqueous Sodium thiosulphate solution. The reaction mass was then saturated with 150 g of Sodium chloride and extracted with 250 ml of dichloromethane twice. The organic layer was then dried over anhydrous Sodium sulphate. Concentrating the organic layer under vacuum yielded a residue to which 125 ml of Ethyl acetate was added and heated to 45 – 50 C for dissolution. This solution was slowly added to 500 ml of n-Heptane under stirring and stirred for 2 hours. EPO The solids were filtered under nitrogen atmosphere, washed with n-Heptane and dried in an oven at 45-50 C to give 20 g of Rabeprazole sodium.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,117977-21-6, 2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole, and friends who are interested can also refer to it.

Reference:
Patent; CIPLA LIMITED; PATHI, Srinivas, Laxminarayan; KANKAN, Rajendra, Narayanrao; RAO, Dharmaraj, Ramachandra; WO2006/117802; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

145100-50-1, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of phenol, obtained as above, dissolved in CH2Cl2 (30 mL) were addedN-(2-pyridyl)bis(trifluoromethanesulfonimide) (1.83 g, 5.12 mmol) and triethylamine(1.07 mL, 7.65 mmol) at room temperature. After stirring for 6 h at the same temperature,to the mixture was added an aqueous saturated solution of NH4Cl (30 mL). The mixture was extracted with CH2Cl2 (50 mL ¡Á 3), and the combined organic extract was dried (Na2SO4), and after filtration, the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica-gel 100 g, n-hexane/CH2Cl2= 4/6 to 1/9) to give bis(3,5-bis(trifluoromethyl)phenyl)(2-triflyloxyphenyl)phosphineoxide (1c) (2.27 g, 3.25 mmol, 63.7% in two steps) as a colorless solid.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 145100-50-1, 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide.

Reference:
Article; Nishiyama, Yoshitake; Kamada, Shuhei; Yoshida, Suguru; Hosoya, Takamitsu; Chemistry Letters; vol. 47; 9; (2018); p. 1216 – 1219;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

117977-21-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 117977-21-6, name is 2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole. This compound has unique chemical properties. The synthetic route is as follows.

Reference Example; 2- [ {4-(3-methoxypropoxy)-3-methylpyridine-2-yl} methylthio]-1 H- benzimidazole (prepared as per example 90 of the U. S. Patent No. 5,045, 552) (100 grams, 0.29 moles) is added to a mixture of chloroform (500 ml) and dimethylsulfoxide (200 ml) and the reaction mixture is cooled to-10 to-15C. 3-chloroperbenzoic acid (60 grams, 0.24 moles) is dissolved in chloroform (500 ml), and added to the above solution at-10 to – 15C for about 1-12 hours and the reaction mixtures maintained at the same temperature for 30 minutes. Thereafter 12.8% w/v aqueous sodium hydroxide solution (500 ml) is added to the reaction mixture. The pH of the reaction mixture is adjusted to 9.5 to 10.0 with acetic acid. Of the biphasic system thus obtained the organic layer is separated and then extracted with 1.6% w/v aqueous sodium hydroxide solution (500 ml). Further the sodium hydroxide extract is diluted with a mixture of chloroform (140 ml) and methanol (100 ml). Then the pH of the mass is again adjusted to 9.5 to 10.0 with acetic acid and the organic layer separated again. To the separated organic layer is now added tert. butyl methyl ether (440 ml). The reaction mixture is stirred for about 1-12 hours at a temperature of 0-5C and subjected to filtration. The residue is dissolved in a mixture of 10% w/v aqueous sodium hydroxide solution (100 ml) and methanol (65 ml). The pH is adjusted to 9.0 to 9.5 with acetic acid at 10-15C and further stirred for 12 hours followed by filtration. The wet material is then dissolved in dichloromethane (130 ml) and the water layer separated where after the solution is added to tert. butyl methyl ether (260 ml), stirred at a temperature of 0-5C for 1-2 hours. The 2- [ [ [4- (3-methoxypropoxy)-3- methyl-2-pyridinyl]-methyl] sulfinyl]-lH-benzimidazole thus obtained is filtered and dried.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 117977-21-6, 2-[[[4-(3-Methoxypropoxy)-3-methylpyridine-2-yl ]methyl]thio]-1H-benzimidazole.

Reference:
Patent; DR. REDDY’S LABORATORIES LIMITED; CORD, Janet, I.; WO2003/82858; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

641569-94-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.641569-94-0, name is 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid, molecular formula is C17H14N4O2, molecular weight is 306.32, as common compound, the synthetic route is as follows.

[DIETHYLCYANOPHOSPHONATE (ALDRICH,] Buchs, Switzerland; 0.33 mL, 2.0 [MMOL)] is added to a stirred mixture of [4-METHYL-3- [ [4- (3-PYRIDINYL)-2-PYRIMIDINYL] AMINO]-BENZOIC] acid (306 mg, 1.0 [MMOL),] [3- [ (1-HYDROXY-1-METHYLETHYL)]-5- (1,] 1, 1-trifluoromethyl) benzeneamine (220 mg, 1.0 [MMOL)] and triethylamine [(560, UL,] 4.0 [MMOL)] in 5 mL N,N-dimethylformamide at [10C.] After stirring for 3 hours at [60C,] the mixture is treated with saturated aqueous solution of sodium hydrogen carbonate and extracted three times with ethyl acetate. The combined extracts are dried (MgSO4), filtered and the solvent is evaporated off under reduced pressure to afford a crude product which is recrystallised from ethylacetate to give the title compound as a crystalline solid, m. p. [253-258C.]

Statistics shows that 641569-94-0 is playing an increasingly important role. we look forward to future research findings about 4-Methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)benzoic acid.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/5281; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem