Day: March 16, 2021

Synthetic Route of 128073-09-6, Adding some certain compound to certain chemical reactions, such as: 128073-09-6, name is 3-Chloro-5-methoxypicolinic acid,molecular formula is C7H6ClNO3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 128073-09-6.

Example 169 Synthesis of N-(3-((4S,6S)-2-amino-4-methyl-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-4-yl)-4,5-difluorophenyl)-3-chloro-5-methoxypicolinamide The titled compound was synthesized by procedure and steps analogous to those described in Method Y, Example 163 above, but using 3-chloro-5-methoxypicolinic acid (intermediate 27) in step 10. MS m/z=478.9 [M+H]+. Calculated for C19H16ClF5N4O3: 478.8 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.65 (s, 3H) 1.91 (t, J=13.11 Hz, 1H) 2.79 (d, J=12.91 Hz, 1H) 3.95 (s, 3H) 4.05 (br. s., 1H) 6.99 (br. s., 1H) 7.32 (br. s., 1H) 8.18 (br. s., 2H) 9.86 (br. s., 1H)

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. 128073-09-6, 3-Chloro-5-methoxypicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MINATTI, Ana Elena; LOW, Jonathan D.; ALLEN, Jennifer R.; CHEN, Jian; CHEN, Ning; CHENG, Yuan; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; TAMAYO, Nuria A.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; US2014/249104; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 80194-68-9, 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. 80194-68-9, name is 3-Chloro-5-(trifluoromethyl)picolinic acid. A new synthetic method of this compound is introduced below.

Synthesis of Intermediate Amide Derivatives C14a (R7=COR10) General Procedure A solution of the carboxylic acid (0.3 mmol) in N,N-dimethylformamide (5 ml) was cooled to 0 C. Consecutively, 1-hydroxybenzotriazole hydrate (52 mg, 0.38 mmol), O-(benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (143 mg, 0.38 mmol), (R)-3-(5-amino-2-fluoro-phenyl)-3-methyl-[1,4]oxazepan-5-one hydrochloride (intermediate C13A) (74 mg, 0.27 mmol), and N-ethyldiisopropylamine (124 mg, 0.94 mmol) were added, and the mixture was stirred at 0 C. for 10 minutes, then left at room temperature for 16 hours. For the workup, the reaction mixture was evaporated to dryness and the residue directly purified by chromatography on a Silicycle-Si-amine column using a gradient of heptane and ethyl acetate as the eluent. Intermediate C14A Starting from 3-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid and (R)-3-(5-amino-2-fluoro-phenyl)-3-methyl-[1,4]oxazepan-5-one hydrochloride, the 3-chloro-5-trifluoromethyl-pyridine-2-carboxylic acid [4-fluoro-3-((R)-3-methyl-5-oxo-[1,4]oxazepan-3-yl)-phenyl]-amide was obtained as a light yellow foam. MS (ISP): m/z=446.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Banner, David; Guba, Wolfgang; Hilpert, Hans; Humm, Roland; Mauser, Harald; Mayweg, Alexander V.; Narquizian, Robert; Power, Eoin; Rogers-Evans, Mark; Rombach, Didier; Woltering, Thomas; Wostl, Wolfgang; US2011/312937; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 20265-37-6, 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 20265-37-6, name is 3-Methoxy-2-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

The compound forms a neutral fumarate, which after recrystallisation from a mixture of isopropanol and acetone melts, as the hydrate, at 124-126. The starting material can be prepared as follows: 26.5 g of sodium hydride are added in the course of one hour to a mixture of 161 g of 3-methoxy-2-nitropyridine and 144 g of 2,2-dimethyl-5-hydroxymethyl-1,3-dioxolane in 1,000 ml of hexamethylphosphoric acid triamide, with stirring; by means of cooling, the temperature is kept at 0-10 during the addition. The reaction mixture is then stirred for a further 5 hours with ice-cooling and then for 15 hours at room temperature. The reaction mixture is poured onto ice and extracted with diethyl ether. The organic extract is washed with a concentrated aqueous solution of sodium chloride, dried and evaporated. The residue is dissolved in 1,000 ml of ethanol, 100 ml of 2 N hydrochloric acid are added and the mixture is left to stand for 8 hours. After evaporating off the solvent, the residue is rendered alkaline with a concentrated solution of sodium hydroxide in water and extracted with ethyl acetate. Evaporating off the solvent yields a crude product from which crystalline 3-(3-methoxy-2-pyridyloxy)-1,2-propanediol with a melting point of 62-65 is obtained on the addition of diethyl ether.

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 20265-37-6, 3-Methoxy-2-nitropyridine.

Reference:
Patent; Ciba-Geigy Corporation; US4264599; (1981); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 58481-11-1, 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. 58481-11-1, name is Methyl 2-chloroisonicotinate, molecular formula is C7H6ClNO2, 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.

To a solution of methyl 2-chloroisonicotinate (4.59 g, 26.7 mmol) in dry dioxane (120 mL),Pd(dppt) (2.18 g, 2.67 mmol) is added under argon. To this red-brown suspension 3-pentylzink (11.6 g, 53.5 mmol, 107 mL of a 0.5 M solution in THF) is added and the mixture is stirred at 100¡ãC for 18 h. The black solution is cooled to rt, diluted with EA (200 mL) and washed with water (100 mL) and 2 N aq. HCI. The washings are extracted four times with DCM (4×100 mL). The combined org. extracts are dried over MgSO4, filtered andconcentrated. The crude product is purified by MPLC on silica gel eluting with a gradient of EA in heptane to give methyl 2-(pentan-3-yl)isonicotinate (1.15 g, 21percent) as brownish oil containing a few percent of methyl 2-(pentan-2-yl)isonicotinate; LC-MS: tR = 0.62 mm; [M+1] = 208.30. This material is dissolved in THF (30 mL) and 25percent aq. HCI (25 mL) and the mixture is stirred at 70¡ãC for 18 h before it is concentrated and dried to give the title compound (467 mg, 37percent) as a beige solid; LC-MS: tR = 0.35 mi [M+1] = 194.28; 1HNMR (CD3OD): 8.74 (d, J = 5.2 Hz, 1 H), 7.97 (5, 1 H), 7.96 (d, J = 6.0 Hz, 1 H), 2.74-2.84 (m, 1 H), 1.71-1.91 (m, 4 H), 0.83 (t, J = 7.4 Hz, 6 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 58481-11-1, Methyl 2-chloroisonicotinate.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; LESCOP, Cyrille; NAYLER, Oliver; STEINER, Beat; WO2014/141171; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 524955-09-7, 3-Chloro-4-(pyridin-2-ylmethoxy)aniline, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Quality Control of 3-Chloro-4-(pyridin-2-ylmethoxy)aniline, blongs to pyridine-derivatives compound. Quality Control of 3-Chloro-4-(pyridin-2-ylmethoxy)aniline

Example 74 Production of N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-6-(2-furyl)-5H-pyrrolo[3,2-d]pyrimidin-4-amine A mixture of 4-chloro-6-(2-furyl)-5H-pyrrolo[3,2-d] pyrimidine (80 mg), 3-chloro-4- (pyridin-2-ylmethoxy) aniline (94 mg) and 1-methyl-2-pyrrolidinone (2.5 mL) was stirred at 140C for 2 hrs, poured into water (10 mL) and adjusted to pH 8 with saturated aqueous sodium hydrogen carbonate. The mixture was extracted with ethyl acetate (30 mLx2). The organic layers were combined and dried over anhydrous magnesium sulfate. After concentration under reduced pressure, the residue was subjected to silica gel column chromatography (eluent, hexane:ethyl acetate=1:1 ? 0:1). The object fraction was concentrated under reduced pressure. Chloroform – diisopropyl ether was added to the residue, and the solid was collected by filtration and dried under reduced pressure at 60C to give the title compound (71 mg). 1H-NMR (DMSO-d6) delta 5.27 (2H, s), 6.72 (1H, m), 6.78 (1H, d, J= 1.2 Hz), 7.02 (1H, d, J= 3.3 Hz), 7.26 (1H, d, J= 9.0 Hz), 7.36 (1H, m), 7.53-7.59 (2H, m), 7.81 (1H, d, J= 8.1 Hz), 7.91 (1H, s), 8.21 (1H, d, J= 2.4 Hz), 8.34 (1H, s), 8.59 (1H, d, J= 5.1 Hz), 9.19 (1H, br s), 11.62 (1H, br s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,524955-09-7, 3-Chloro-4-(pyridin-2-ylmethoxy)aniline, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1752457; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 80194-69-0, 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 80194-69-0 as follows.

2-Phenoxyaniline (0.185 g, 1.0 mmol), 5-Trifluoromethyl-2-pyridinecarboxylic acid (0.191 g, 1.0 mmol) was dissolved in 30 mL of dichloromethane. Add triethylamine (0.202 g, 2.0 mmol), then EDCI (0.287 g, 1.5 mmol) was added. HOBt (0.20g, 1.5mmol), After reacting at 25 C for 6 h, after the reaction was completed by TLC, the reaction solution was washed three times with water. The organic layer was collected and the organic layer was dried over anhydrous sodium sulfate. Desolvation, the crude product was purified by column chromatography to give a dark green solid. M.p. 78-80 C, yield 92%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,80194-69-0, its application will become more common.

Reference:
Patent; Shanghai Kaiai Network Technology Co., Ltd.; Xu Liyong; (7 pag.)CN108516955; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 19539-50-5, name is Furo[2,3-c]pyridine, molecular formula is C7H5NO, 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. Recommanded Product: Furo[2,3-c]pyridine

A mixture of furo[2,3-c]-pyridine (918 mg, 7.7 mmoi) in anhydrous THF (45 mL) was cooled to -78C. A solution of n-butyllithium in hexane (4.6 ml, c = 2.5 M, 11.6 mmoi) was added and the resulting mixture was stirred for 1 h at -78C. Tributyltin chloride (3.1 mL, 11.6 mmoi) was added at -78C. The cooling bath was removed and the reaction mixture was stirred at room temperature for 2 h. Methanol was added and the solvent was evaporated. Aminophase-silica-gel chromatography gave 1.9 g of crude 2-(tributylstannyl)furo[2,3-c]pyridine which was used without further purification. To a stirred solution of crude 2-(tributylstannyl)furo[2,3-c]pyridine (1.9 g) in THF (20 mL) in an inert atmosphere was added 3-bromo-6-chloro-imidazo[1 ,2- fajpyridazine (676 mg, 2.9 mmol), copper (I) iodide (55 mg, 0.29 mmol) bis(triphenylphosphine) palladium(ll)chloride (102 mg, 0.145 mmol) and triphenylphosphine (38 mg, 0.145 mmol). The mixture was heated to reflux for 2 h. The solvent was removed in vaccuum. The residue was dissolved in a mixture of dichloromethane and methanol, filtered through an aminophase-silica-gel column and the solvent was removed in vaccuum. Silicagel chromatography gave a solid that was triturated with a mixture of ethyl acetate and hexane to give 343 mg of the title compound, which was used without further purification. 1H-NMR (300MHz, CHLOROFORM-d): delta [ppm]= 7.24 (d, 1 H), 7.62 (d, 1H), 7.71 (s, 1H), 8.07 (d, 1 H), 8.43 (s, 1H), 8.48 (d, 1 H), 8.95 (s, 1H). LCMS (Method 3): Rt = 0.63 min; MS (ESIpos) m/z = 271 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 19539-50-5.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; EIS, Knut; WO2013/87581; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89-00-9, 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. 89-00-9, name is Pyridine-2,3-dicarboxylic acid. A new synthetic method of this compound is introduced below.

Synthesis of compound [Ag4(apyz)3 (pyd)2¡¤3H2O]n (2) The synthesis of 2 was similar to that of compound 1, but aminopyrazine (apyz) was added to solution. And pale yellow crystals of 2 were obtained in 70% yield based on Ag. Elemental analysis: Anal. Calc. for Ag4C26H26N11O11: C 28.39, H 2.38, N 3.68%. Found: C 28.41, H 2.30, N 13.98%. Selected IR peaks (cm-1): 3339 (s), 3154 (s), 2721 (w), 1665 (m), 1575 (s), 1530 (s), 1428 (s), 1378 (s), 1320 (m), 1205 (m), 1180 (w), 1148 (w), 1090 (w), 1066 (w), 1002 (m), 868 (w), 823 (m), 772 (m), 708 (m), 645 (w), 531 (w), 435(m).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89-00-9, its application will become more common.

Reference:
Article; Wang, Dan-Feng; Wang, Zhan-Hui; Zhang, Ting; Huang, Rong-Bin; Zheng, Lan-Sun; Journal of Molecular Structure; vol. 1068; 1; (2014); p. 210 – 215;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1015610-31-7 ,Some common heterocyclic compound, 1015610-31-7, molecular formula is C7H4ClIN2, 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.

In a nitrogen atmosphere, 9H-carbazole (5 g, 29.9 mmol) was dissolved in toluene (70 mL)4-chloro-5-iodo-1H-pyrrolo [2,3-b] pyridine (8.33 g, 29.9 mmol, product number: ADE000983)Tris (diphenylideneacetone) dipalladium (0) (0.27 g, 0.30 mmol),Tris-tert-butylphosphine (0.30 g, 1.50 mmol) and sodium tert-butoxide (3.45 g, 35.9 mmol) were successively added thereto and refluxed by heating at 100 C for 13 hours.After the completion of the reaction, water was added to the reaction solution, and the mixture was extracted with dichloromethane (DCM), and the water was removed with anhydrous MgSO 4. The extract was filtered and concentrated under reduced pressure.The thus-obtained residue was purified by flash column chromatography to obtain Compound I-4 (9.03 g, 95%).

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. 1015610-31-7, 4-Chloro-5-iodo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cheil Industries Co.,Ltd; Lee, Han Ir; Yoo, Eun Sun; Kang, Dong Min; Sin, Ji Hun; Yoo, Dong Kyu; Lee, Sang Sin; Jang, Yoo Na; Jung, Soo Young; Han, Su Jin; Hong, Jin Suk; (46 pag.)KR2015/24669; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 58584-92-2, name is 2-Amino-6-chloronicotinic acid, molecular formula is C6H5ClN2O2, 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. Computed Properties of C6H5ClN2O2

Example 140B 2-Amino-6-chloro-nicotinamide To a mixture of Example 140A (11.9 g, 69.2 mmol) in 1,2-dichloroethane (100 mL) was added thionyl chloride (30 mL, 411 mmol) and DMF (catalytic). The mixture was refluxed for 4 h then evaporated. The residue was taken in ether (200 mL) and ammonia was bubbled through for 15 min. The mixture was stirred overnight at rt then washed with water (100 mL) and brine (100 ml). The ether was evaporated off to yield 9.2 g of product (78%). MS (DCI/NH3) m/z 172 (M+1)+.

With the rapid development of chemical substances, we look forward to future research findings about 58584-92-2.

Reference:
Patent; Li, Qun; Woods, Keith W.; Zhu, Gui-Dong; Fischer, John P.; Gong, Jianchun; Li, Tongmei; Gandhi, Virajkumar; Thomas, Sheela A.; Packard, Garrick K.; Song, Xiaohong; Abrams, Jason N.; Diebold, Robert B.; Dinges, Jurgen; Hutchins, Charles W.; Stoll, Vincent S.; Rosenberg, Saul H.; Giranda, Vincent L.; US2003/199511; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem