Category: pyridine-derivatives

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

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

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

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

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

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

Synthetic Route of 165547-79-5, Adding some certain compound to certain chemical reactions, such as: 165547-79-5, name is 4-Chloro-3-nitro-2(1H)-pyridinone,molecular formula is C5H3ClN2O3, 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 165547-79-5.

To a suspension of 4-chloro-3-nitro-2-pyridone (1.0 g, 5.7 mmol) and silver carbonate (1.9 g, 6.9 mmol) in hexane (17 mL) was added Mel (0.72 mL, 11.5 mmol). The rxn mixture was heated to 80C for 1h and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc to give the title compound as white solid. LC-MS: tR=0.82 min 1H NMR (400 MHz, DMSO-d6) 5: 8.41 (d, J = 5.6 Hz, 1 H), 7.50 (d, J = 5.6 Hz, 1 H), 4.02 (s, 3 H)

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. 165547-79-5, 4-Chloro-3-nitro-2(1H)-pyridinone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (188 pag.)WO2019/141803; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 39658-41-8, 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. 39658-41-8, name is Ethyl 6-aminonicotinate, molecular formula is C8H10N2O2, 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.

Step 2: To a stirred solution of lithium aluminium hydride (73 mg, 1.93 mmol) in tetrahydrofuran was slowly added solution of ethyl 6-aminonicotinate (80 mg, 0.48 mmol) in tetrahydrofuran at 0 C. under nitrogen. The reaction mixture was stirred at 0 C. for 30 minutes then at room temperature for 3 h. The mixture was quenched at 0 C. with 1N HCl until pH is 3 then basified with sodium carbonate solution until pH is 7. Then the mixture was filtered using celite to remove LAH residue and it was dissolved in ethylacetate and washed with saturated sodium carbonate solution. The organic layer was dried over MgSO4 and filtered. The filtrate was removed in vacuo. The crude condition of (6-aminopyridin-3-yl)methanol (30 mg, crude) was obtained in 50% yield.

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 39658-41-8, Ethyl 6-aminonicotinate.

Reference:
Patent; Gruenenthal GmbH; FRANK, Robert; Christoph, Thomas; Lesch, Bernhard; Lee, Jeewoo; US2013/29961; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1111637-74-1, Adding some certain compound to certain chemical reactions, such as: 1111637-74-1, name is 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone,molecular formula is C7H5BrFNO, 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 1111637-74-1.

Step 4:77 78To a solution of compound 77 (40 g, 0.184 mol) in ethanol (300 mL) was added NH2NH2 (27.6 g, 0.553 mol) at room temperature. After the addition, the reaction mixture was refluxed overnight. TLC (petroleum ether/EtOAc 3:1 ) indicated the complete consumption of compound 77. The reaction mixture was allowed to cool to room temperature, and concentrated in vacuo to give crude product, which was purified by column chromatography (silica gel, petroleum ether/EtOAc from 10:1 to 3:1 ) to yield 78 (30 g, 76%) as a white solid.

According to the analysis of related databases, 1111637-74-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2009/16460; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13466-35-8, 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. 13466-35-8, name is 3-Chloro-2-hydroxypyridine, molecular formula is C5H4ClNO, 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.

Equipped with a thermometer,Mechanical agitation,Add 150 grams of 1,2-dichloroethane to a 500-mL four-necked flask with a reflux condenser,26.0 g (0.2 mol) of 3-chloro-2-hydroxypyridine (IV) prepared in Example 3,52.0 grams (0.25 moles) of phosphorus pentachloride,Stir the reaction at 60-65 for 10 hours,Then slowly pour the remainder into 200 grams of ice water,Stir well,Then 40wt% sodium hydroxide aqueous solution neutralizes the pH value to 7-8,Layered,Use 1,2-dichloroethane three times for the water layer,50 grams each time,Combine the organic phase,Wash with 30 grams of saturated saline,Then dry with 5 grams of anhydrous sodium sulfate,The solvent was removed by rotary evaporation to obtain 28.1 g of 2,3-dichloropyridine (I), Yield 94.9%, gas phase purity 99.9%.

According to the analysis of related databases, 13466-35-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xin Fa Pharmaceutical Co., Ltd.; Qi Yuxin; Zhang Mingfeng; Ju Lizhu; Wang Quanlong; (9 pag.)CN110818621; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem