Month: December 2020

16063-70-0, 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. 16063-70-0, name is 2,3,5-Trichloropyridine. A new synthetic method of this compound is introduced below.

Step 1 : In a sealed tube, 2,3,5-trichloro pyridine (8.0 g, 44mmol), 4-chloro aniline (6.17 g, 49 mmol), triphenyl phosphine (1.16 g, 44 mmol) and sodium-te/t-butoxide (5.09 g, 53mmol) were mixed in c-xylene (80 mL). The resulting mixture was purged with argon, added Pd(OAc)2 (0.49 g, 2.2mmol) and heated at 110 C for 12 h. After completion of the reaction, the reaction mixture was filtered through celite bed and concentrated under vacuum. The residue obtained was diluted with ethyl acetate (200 mL), washed with water, brine solution and dried over anhydrous Na2S04. The organic phase was concentrated and purified by the column chromatography (60-120 size mesh) to get the yellow solid 3,5-dichloro-//-(4-chlorophenyl)pyridin-2-amine (7.0 g, 58.23%). LCMS: (Method B) 275 (M+H), RT. 3.69 min, 1H NMR (400 MHz, DMSO-d6) : delta 8.68 (s, 1H), 8.14 (d, J = 2.28 Hz, 1H), 8.04 (d, J = 2.32 Hz, 1H), 7.68-7.66 (m, 2H), 7.34-7.32 (m, 2H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 16063-70-0, 2,3,5-Trichloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; SPANGENBERG, Thomas; (129 pag.)WO2016/827; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

624-28-2, 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 624-28-2, name is 2,5-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Preparation 55 4-(5-Bromo-pvridin-2-vl)-morpholine; 2,5-Dibromopyridine (7.1 g, 30 mmol), morpholine (1.74 mL, 20 mmol), cesium carbonate (9.1 g, 28 mmol), tris (dibenzylideneacetone) dipalladium (0) (183 mg, 0.2 mmol), and racemic 2,2′-bis (diphenylphosphino)-1, 1′-binaphthyl (374 mg, 0.6 mmol) in toluene (20 mL) was heated at 120C for 24 hours. After cooling to room temperature, the mixture was filtered through CeliteT””and the Celte tu pad was washed with chloroform. The solution was concentrated in vacuo and was purified by silica gel chromatography (200: 1 chloroform- methanol) to give 2.9 g (60% yield) of the title compound. 13C NMR (100 MHz, CD03) d 158.3, 148. 7, 140.0, 108. 4, 66.8, 45.7 ; MS (AP/Cl) 243.0, 245.0 (M+H) +

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 624-28-2, 2,5-Dibromopyridine.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2005/90300; (2005); A1;,
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

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

5350-93-6 , The common heterocyclic compound, 5350-93-6, name is 6-Chloropyridin-3-amine, molecular formula is C5H5ClN2, 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.

b) Preparation of 5 -bromo-2-chloro-pyridine. 6-Chloro-pyridin-3-ylamine (15 g, 117 mmol) was dissolved slowly with constant stirring in 48percent HBr solution (50 mL) at r.t. and then the solution was chilled to -10 ¡ãC. A solution of sodium nitrite (8.9 g, 129 mmol) in cold water (25 mL) was added dropwise at -10 ¡ãC with constant stirring over 2 h, followed by a solution of copper (I) bromide (25 g, 176 mmol) in 48percent HBr (40 mL) dropwise. The mixture was- then stirred at r.t. until complete. The mixture was neutralised with sodium carbonate and extracted with ethyl acetate. The organic phase was washed with brine, dried over soldium sulfate and concentrated. The residue was purified by column chromatography on silica gel (60-120 mesh) eluting with 1percent ethyl acetate/petroleum ether to afford 5- bromo-2-chloro-pyridine (ll.l g, 49percent).

According to the analysis of related databases, 5350-93-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F2G LTD; WO2008/62182; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

932-35-4, 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. 932-35-4, name is 3-Hydroxypicolinonitrile. A new synthetic method of this compound is introduced below.

Example 4: At room temperature, 2-cyano-3-hydroxypyridine 0.46 g was added to a three-necked flask. Under a nitrogen atmosphere, 3.0 ml of toluene and 1.31 g of phosphorus pentachloride were added at a bath temperature of 120 C for 10 hours. The mixture was allowed to cool to 70 C and water was added to the solution and the aqueous layer was extracted with toluene. The organic layer thus obtained was washed with saturated aqueous sodium hydrogencarbonate solution and concentrated under reduced pressure to obtain 8.28 g of a solution containing 0.27 g of 2-cyano-3-chloropyridine. The yield of 2-cyano-3-chloropyridine was 50% based on 2-cyano-3-hydroxypyridine.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 932-35-4, 3-Hydroxypicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WAKAMATSU, TAKAYUKI; NAGASHIMA, YUTA; IMOTO, RIKA; (24 pag.)TW2016/510; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 117519-09-2 as follows., 117519-09-2

2-Chloro-6-(trifluoromethyl)pyridin-3-amine (3 g, 15.263 mmol, 1.000 equiv) was added into a mixture of CuBr2 (6.8 g, 30.445 mmol, 2.000 equiv) and t-BuONO (3.1 g, 30.062 mmol, 2.000 equiv) in CH3CN (100 mL). The resulting solution was stirred for 2 h at room temperature. The reaction mixture was diluted with water, extracted with diethyl ether, dried over sodium sulfate, and concentrated under vacuum. This resulted in the title compound (3 g, 75%) as a brown liquid.

The chemical industry reduces the impact on the environment during synthesis 117519-09-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

624-28-2, 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. 624-28-2, name is 2,5-Dibromopyridine. A new synthetic method of this compound is introduced below.

A mixture of 2,5-dibromopyridine (28.6 g, 121 mmol) and (S)-3-hydroxypyrrolidine (10.0 g, 115 mmol) in dry toluene (150 mL) was stirred under reflux for 20 h. The mixture was allowed to cool to rt, and the solvents were removed under reduced pressure. The residue was dissolved with EtOAc, and the resulting mixture was washed with aq. 10% K2CO3. The org. layer was dried over MgSO4, filtered, and the solvents were concentrated under reduced pressure. Purification of the residue by FC(CH2Cl2/MeOH 99:1?98:2?97:3?96:4?95:5?94:6?93:7) yielded the title compound (15.39 g, 55%). LC-MS: tR=0.45 min; ES+: 245.11.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,624-28-2, 2,5-Dibromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Actelion Pharmaceuticals, Ltd.; US2009/88457; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.74115-13-2, name is 5-Bromo-3-pyridinol, molecular formula is C5H4BrNO, molecular weight is 174, as common compound, the synthetic route is as follows.74115-13-2

Step 1) Formation of3-bromo-5-(2-methoxyethoxy)pyridineTo a solution of 3-bromo-5-hydroxypyridine (2 g, 11.4 mmol) in dry DMF (10 mL) was added potassium carbonate (2.3 g, 17.2 mmol) at once and stirred for 20 min under inert atmosphere at RT before dropwise addition of 2-bromomethyl ethyl ether. After 4 h the reaction mixture was filtered and water (100 mL) was added to the filtrate which was extracted with EtOAc (2 x 15 mL). The organic layer was washed with aq. sodium hydroxide (10% solution, 15 mL), water, brine then dried over Na2SO4 and concentrated under vacuum to afford the title compound (2 g, 75%) as a brown liquid. LC/MS, M+(ESI): 234.0. HPLC, Rt: 2.33 min (purity: 96.3%). 1H NMR (CDCI3, 400 MHz) delta 8.25 (S, 2H), 7.37 (t, J = 2.4 Hz, 1 H), 4.13-4.11 (m, 2H), 3.73-3.71 (m, 2H), 3.41 (S, 3H).

Statistics shows that 74115-13-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-pyridinol.

Reference:
Patent; MERCK SERONO S.A.; SWINNEN, Dominique; JORAND-LEBRUN, Catherine; GRIPPI-VALLOTTON, Tania; GERBER, Patrick; GONZALEZ, Jerome; SHAW, Jeffrey; JEYAPRAKASHNARAYANAN, Seenisamy; WO2010/100144; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1121-60-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1121-60-4, name is Picolinaldehyde, molecular formula is C6H5NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: to a solution of 2-pyridinecarbaldehyde 1 (54 mg, 0.5 mmol) and ammonium acetate (385mg, 5.0 mmol) in MeCN )6ml), was added trimethylphenylammonium tribromide (376 mg, 1.0 mmol) at room temperature. after stirring for 21 h at rt, the reaction mixture was treated with 0.5 M aq Na2S2O3(10 ml), 1.0 M NaHCO3 )15 ml) and extracted with EtOAc (60 mL). The organic layer was washed with 0.5 M Na2S2O3 and successively washed with saturated aq.NaCl, and dried over MgSO4.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1121-60-4, Picolinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sayama, Shinsei; Heterocycles; vol. 92; 10; (2016); p. 1796 – 1802;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem