Extended knowledge of 6-Methyl-2,3-pyridinedicarboxylic acid

According to the analysis of related databases, 53636-70-7, the application of this compound in the production field has become more and more popular.

Related Products of 53636-70-7, 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 53636-70-7, name is 6-Methyl-2,3-pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

In a 100 ml round-bottomed flask 6-methyl-2,3-pyridinedicarboxylic acid (10 g, 55.2 mmol) and acetic anhydride (26 ml, 276 mmol) were added and heated at 100 C under nitrogen for 5 hours. After this time the volatiles were removed under vacuum to give the title compound D34 (8.2 g) as a slightly brown solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.41 (d, 1 H), 7.82 (d, 1 H), 2.73 (s, 3 H).

According to the analysis of related databases, 53636-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; WO2012/89606; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 1221171-70-5

According to the analysis of related databases, 1221171-70-5, the application of this compound in the production field has become more and more popular.

Related Products of 1221171-70-5, 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. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine, molecular formula is C6H3ClF3NO, 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 2-chloro-6-(trifluoromethoxy)pyridine (5.0 g, 25.3 mmol, 1.0 equiv) in MeOH (120 mL) was added Pd(dppf)Cl2 (930 mg, 1.27 mmol, 0.05 equiv). The mixture was stirred at l00C under hydrogen atmosphere (50 Psi) for 48 hours. The reaction mixture was cooled to 20C and concentrated in vacuo. The residue was purified by silica gel chromatography (PE/EA = 10/1) to afford the title compound methyl 6- (trifluoromethoxy)picolinate as yellow oil (3.85 g, 68% yield). LC-MS: m/z 222.0 (M+H) +

According to the analysis of related databases, 1221171-70-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANNAPURNA BIO, INC.; TANG, Haifeng; HANSON, Michael; BOYCE, Sarah; NIE, Zhe; (461 pag.)WO2020/73011; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186608-73-0, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1186608-73-0, 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine, 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, 1186608-73-0, blongs to pyridine-derivatives compound. name: 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine

3-Methyl-lH-pyrazolo[3,4-b]pyridin-5-amine (0.100 g, 0.675 mmol, Example4, Step B), 2,6-difluoro-3-(3-fluoropropylsulfonamido)benzoic acid (0.211 g, 0.709 mmol), EDCI (0.136 g, 0.709 mmol) and HOBt (0.091 g, 0.675 mmol) were dissolved in DMF (1.9 mL) and stirred at room temperature for 16 hours. The reaction mixture was purified by reverse phase HPLC to give 2,6-difluoro-3 -(3 -fluoropropylsulfonamido)-N-(3 -methyl- IH- pyrazolo[3,4-b]pyridin-5-yl)benzamide (0.085 g, 29%) as a solid. 1H NMR (400 MHz, d6- DMSO) delta 13.22 (s, IH), 11.05 (s, IH), 9.93 (br s, IH), 8.60-8.59 (m, IH), 8.55-8.54 (m, IH), 7.59-7.53 (m, IH), 7.30-7.25 (m, IH), 4.62 (t, IH), 4.50 (t, IH), 3.26-3.23 (m, 2H), 2.20-2.07 (m, 2H); m/z (ES-MS) 428.1 (100.0%) [M+l].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186608-73-0, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; AHRENDT, Kateri A.; BUCKMELTER, Alexandre J.; DE MEESE, Jason; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen R.; LUNGHOFER, Paul; MORENO, David; NEWHOUSE, Brad; REN, Li; SEO, Jeongbeob; TIAN, Hongqi; WENGLOWSKY, Steven Mark; FENG, Bainian; GUNZNER, Janet; MALESKY, Kim; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; YOUNG, Wendy B.; WO2009/111279; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 2-(Hydroxymethyl)-4-nitropyridine

With the rapid development of chemical substances, we look forward to future research findings about 98197-88-7.

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 98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To cooled solution of oxalyl chloride (0.533 g, 4.18 mmol) in DCM (2mL) at -78 C. under nitrogen was added dimethyl sulfoxide (0.593 mL, 8.37 mmol) dropwise. After 30 minutes (4-nitro-pyridin-2-yl)-methanol (17)(0.129, 0.837 mmol) in DCM (2 mL) was added dropwise maintaining temperature at -78 C. After 2 hours the mixture was warmed to -55 C. Triethylamine (1.74 mL, 12.55 mmol) was then added and the mixture allowed to warm to room temperature over 2 hours. Brine (10 mL) was then added and the mixture extracted with DCM (4*10 mL). The combined organics were then dried over MgSO4 and concentrated in vacuo to an oil. The material was used directly without need for purification assuming quantitative conversion.

With the rapid development of chemical substances, we look forward to future research findings about 98197-88-7.

Reference:
Patent; KuDOS Pharmaceuticals Limited; US2007/93489; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 3-Aminopyridin-2(1H)-one

The synthetic route of 33630-99-8 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 33630-99-8 , The common heterocyclic compound, 33630-99-8, name is 3-Aminopyridin-2(1H)-one, molecular formula is C5H6N2O, 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.

The amine (64.5 g, 586 mmol , 1.0 Eq) was dissolved in THF (1.6 L) and a solution of Na2CO3 (68.3 g, 644 mmol, 1.1 Eq) in water (800 mL) was added. The reaction was cooled to 0 0C with an ice-bath and benzyl chloroformate (92 mL, 644 mmol, 1.1 Eq) was added drop wise over 30 minutes with vigorous stirring. After addition was complete the reaction was allowed to warm to ambient overnight. The mixture was diluted with water (5 L) and stirred for 30 minutes. The resultant precipitate was removed by filtration. This solid was dissolved in DCM (5 L) with gentle warming and the EPO resultant solution washed with water (2 x 1 L) and brine (1 x 1 L) . The organic layer was dried over Na2SO4 and concentrated in vacuo to give the desired product as a pink solid (120.4 g, 423 mmol, 84%).

The synthetic route of 33630-99-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2007/27729; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about Pyrazolo[1,5-a]pyridine-2-carboxylic acid

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. 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Electric Literature of 63237-88-7 ,Some common heterocyclic compound, 63237-88-7, molecular formula is C8H6N2O2, 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.

General procedure: A solution of P(OMe)3 (1.5mmol) in DCM (10mL) was cooled with an ice bath, then I2 (1.5mmol) was added. After the solid iodine was completely dissolved, corresponding acid (1.2mmol) and Et3N (3.0mmol) were added in sequential order, and the solution was stirred for 15min in a cooling bath. Intermediate 5 (1.0mmol) was added and the mixture was stirred for 15min. After removing the cooling bath, the reaction mixture was stirred for 3.5hat room temperature, then diluted with saturated aqueous NaHCO3 and extracted with DCM (10mL) three times. The combined organic layer was sequentially washed with water and brine, dried with anhydrous Na2SO4, and concentrated in vacuo. The crude was purified by column chromatography with DCM/methanol (100:1 to 50:1, v/v) to give the product as a white solid.

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. 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bai, Renren; Shi, Qi; Liang, Zhongxing; Yoon, Younghyoun; Han, Yiran; Feng, Amber; Liu, Shuangping; Oum, Yoonhyeun; Yun, C. Chris; Shim, Hyunsuk; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 464 – 475;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 2-Methoxy-5-nitronicotinic acid

According to the analysis of related databases, 1020635-54-4, the application of this compound in the production field has become more and more popular.

Related Products of 1020635-54-4, Adding some certain compound to certain chemical reactions, such as: 1020635-54-4, name is 2-Methoxy-5-nitronicotinic acid,molecular formula is C7H6N2O5, 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 1020635-54-4.

2-Methoxy-5-nitronicotinic acid (36 mmol) and phosphorous pentachloride (72 mmol) were heated at l00C for 2h. The excess reagent was removed in vacuo to give an oily residue.

According to the analysis of related databases, 1020635-54-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIONOMICS LIMITED; O’CONNOR, Sue; RATHJEN, Deborah; (55 pag.)WO2019/109150; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 4,5-Dichloropicolinic acid

With the rapid development of chemical substances, we look forward to future research findings about 73455-13-7.

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. 73455-13-7, name is 4,5-Dichloropicolinic acid, molecular formula is C6H3Cl2NO2, 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 C6H3Cl2NO2

A mixture of 4,5-dichloropyridine-2-carboxylic acid (90 mg, 0.47mmol), HATU (250 mg, 0.66 mmol) and ethylamine (106 mg, 2.34 mmol) in DMF (3 ml_) was stirred at rt overnight. Water was added and the resulting solution was stirred at rt overnight. Precipitate was collected by filtration and dried to give the title compound (24 mg). 1 H NMR (500 MHz, DMSO- d6) 5 8.93 (br m, 1 H), 8.83 (s, 1 H), 8.17 (s, 1 H), 3.38 – 3.27 (m, 2H), 1.11 (t, J = 7.2 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 73455-13-7.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BELLENIE, Benjamin Richard; CARTER, Michael Keith; CHEUNG, Kwai Ming Jack; DAVIS, Owen Alexander; HOELDER, Swen; LLOYD, Matthew Garth; VARELA RODRIGUEZ, Ana; (381 pag.)WO2018/215801; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 2-(Difluoromethoxy)-5-nitropyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1192813-41-4, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1192813-41-4, 2-(Difluoromethoxy)-5-nitropyridine, 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, 1192813-41-4, blongs to pyridine-derivatives compound. Computed Properties of C6H4F2N2O3

Step B: 2-Difluoromethoxy-5-nitro-pyridine obtained in Step A (1.6 g) was treated with iron (5 g) and concentrated hydrochloric acid (0.23 ml) in ethanol (15 ml) and water (2.5 ml) at 800C for 20 minutes. Filtration over Celite and evaporation of the solvent afforded 6-difluoromethoxy-pyridin-3-yl-amine (1.4 g) as an orange solid. IH NMR (400 MHz, CDCl3) 3.51 (br s, 2H), 6.89 (d, IH), 7.23 (d, IH), 7.44 (dd, IH), 7.80 (d, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1192813-41-4, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2009/138219; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 72587-18-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Synthetic Route of 72587-18-9, 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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

[0276] [B] N- (2-Chloro-5- (trifluoromethyl) pyridin-3-yl) acetamide [0277] [0278] A mixture solution of 2-chloro-5- (trifluoromethyl) pyridin-3-amine (75 g, 381.6 mmol) and Ac2O (82.5 mg, 808.1 mmol) in pyridine (200 mL) was stirred at 80 for 16 h. After cooling to room temperature, it was diluted with EtOAc (500 mL), washed with water and brine. The organic layer was dried over anhy. Na2SO4, filtered, and concentrated in vacuo to give a crude product, which was first purified by silica gel flash chromatography (petroleum etherEtOAc 51) and then crystallization in petroleum ether (100 mL) to afford the title compound (65 g, mixture of mono-and bis-Ac protected product, 73yield) as white solids. MS239.0 [M+H] +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; WANG, Lisha; CUMMING, John Graham; LIU, Yongfu; WU, Jun; LI, Dongbo; SHEN, Hong; SHI, Tianlai; (179 pag.)WO2017/133657; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem