Category: 149849-92-3

Adding a certain compound to certain chemical reactions, such as: 149849-92-3, 2-Chloropyrimidine-4-carboxylic acid, 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 2-Chloropyrimidine-4-carboxylic acid, blongs to pyrimidines compound. Quality Control of 2-Chloropyrimidine-4-carboxylic acid

In a 100 mL flask was 2-chloropyrimidine-4-carboxylic acid (216 mg, 1.362 mmol) and 6-fluoro-4-(2-vinylmorpholino)pyridin-3-amine (304 mg, 1.362 mmol) in Ethyl acetate (3 mL) to give a tan solution. Hunig’s base (0.713 mL, 4.09 mmol) and 1- propanephosphonic acid cyclic anhydride (2.432 mL, 4.09 mmol) were added. The mixture was stirred at rt over the weekend for 66 h. LCMS showed conversion to the desired product. The mixture was basified with IN NaOH and diluted with EtOAc and water. The layers were separated. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with water, brine, dried and concentrated to afford the desired product (459 mg, 93%) as a tan oil/solid: 1H NMR (400 MHz, Chloroform-d) delta 10.51 (s, 1H), 9.24 (d, J = 0.7 Hz, 1H), 8.93 (d, J = 4.9 Hz, 1H), 8.13 (d, J = 4.9 Hz, 1H), 6.64 (d, J = 1.9 Hz, 1H), 5.51 (ddd, J = 17.8, 10.3, 7.7 Hz, 1H), 5.19 – 5.09 (m, 2H), 4.09 – 3.96 (m, 3H), 3.75 (td, J = 7.8, 2.9 Hz, 1H), 3.67 (dd, J = 11.2, 8.0 Hz, 1H), 3.11 (dt, J = 12.1, 3.1 Hz, 1H), 2.82 (ddd, J = 12.2, 9.1, 3.1 Hz, 1H); 19F NMR (376 MHz, Chloroform-d) delta -69.23; MS (ESI) (m/z): 364.2 (M+H)+.

The synthetic route of 149849-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; SIVAPRAKASAM, Prasanna; DUBOWCHIK, Gene M.; MACOR, John E.; (45 pag.)WO2018/98413; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 149849-92-3, 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.149849-92-3, name is 2-Chloropyrimidine-4-carboxylic acid, molecular formula is C5H3ClN2O2, molecular weight is 158.54, as common compound, the synthetic route is as follows.

Under nitrogen protection, 2-chloro-4-pyrimidinecarboxylic acid (16 mg, 0.10 mmol) was charged.4-(8-Amino-3-((1R,3S,4S)-2-azabicyclo[2.2.1]heptan-3-yl)imidazo[1,5-a]pyrazin-1-yl -N-(pyridin-2-yl)benzamide (43 mg, 0.10 mmol) and TEA (20 mg, 0.20 mmol) in 1 mL THFHBTU (57 mg, 0.15 mmol), the reaction mixture was stirred at room temperature overnight.After TLC showed that the reaction of the starting material was complete, the reaction was quenched with water and extracted with EA (5 mL×3).The organic phase was back-washed with saturated brine, dried over anhydrous Na 2SO 21mg of target compound,It is a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 149849-92-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chengdu Beite Pharmaceutical Co., Ltd.; Chengdu Hai Borui Pharmaceutical Co., Ltd.; Li Yingfu; Huang Haoxi; Liu Guanfeng; Chen Tonghun; Ren Junfeng; Yi Shoubing; Su Zhonghai; (49 pag.)CN108191871; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 149849-92-3, 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.149849-92-3, name is 2-Chloropyrimidine-4-carboxylic acid, molecular formula is C5H3ClN2O2, molecular weight is 158.54, as common compound, the synthetic route is as follows.

Under nitrogen protection, 2-chloro-4-pyrimidinecarboxylic acid (16 mg, 0.10 mmol) was charged.4-(8-Amino-3-((1R,3S,4S)-2-azabicyclo[2.2.1]heptan-3-yl)imidazo[1,5-a]pyrazin-1-yl -N-(pyridin-2-yl)benzamide (43 mg, 0.10 mmol) and TEA (20 mg, 0.20 mmol) in 1 mL THFHBTU (57 mg, 0.15 mmol), the reaction mixture was stirred at room temperature overnight.After TLC showed that the reaction of the starting material was complete, the reaction was quenched with water and extracted with EA (5 mL×3).The organic phase was back-washed with saturated brine, dried over anhydrous Na 2SO 21mg of target compound,It is a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 149849-92-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chengdu Beite Pharmaceutical Co., Ltd.; Chengdu Hai Borui Pharmaceutical Co., Ltd.; Li Yingfu; Huang Haoxi; Liu Guanfeng; Chen Tonghun; Ren Junfeng; Yi Shoubing; Su Zhonghai; (49 pag.)CN108191871; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 149849-92-3, 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. 149849-92-3, name is 2-Chloropyrimidine-4-carboxylic acid, molecular formula is C5H3ClN2O2, 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.

A mixture of compound IB (309 mg, 1 mmol), 2-chloropyrimidine-4- carboxylic acid (134.5 mg, 1 mmol) cesium carbonate (975 mg, 3 mmol) in 2 ml of DMSO was heated to 60 0C for 6 h. The product was poured into water and precipitated out of solution and was collected by filtration. The crude material was chromatographed (SiO2, 20 % methanol in dichloromethane) to afford 37 as a white powder: LCMS (97 % purity); retention time = 8.70 min, 432.0 [M + H]; 1H NMR (300 MHz, DMSO): 8.60 (IH, d), 8.25 (IH, d), 7.80 (IH, m), 7.60 (IH, d), 7.45 (IH, d), 7.1-7.2 (2H, m), 7.0 (IH, t), 6.75 (IH, d), 5.25 (2H, s), 3.95 (2H, t), 2.85 (2H, t).

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 149849-92-3, 2-Chloropyrimidine-4-carboxylic acid.

Reference:
Patent; GENENTECH, INC.; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; ABBOTT LABORATORIES; BAELL, Jonathon, Bayldon; BUI, Chinh, Thien; COLMAN, Peter; CZABOTAR, Peter; DUDLEY, Danette, A.; FAIRBROTHER, Wayne, J.; FLYGARE, John, A.; LASSENE, Guillaume, Laurent; NDUBAKU, Chudi; NIKOLAKOPOULOS, George; SLEEBS, Brad, Edmund; SMITH, Brian, John; WATSON, Keith, Geoffrey; ELMORE, Steven, W.; HASVOLD, Lisa, A.; PETROS, Andrew, M.; SOUERS, Andrew, J.; TAO, Zhi-Fu; WANG, Le; WANG, Xilu; DESHAYES, Kurt; WO2010/80503; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 149849-92-3, name is 2-Chloropyrimidine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H3ClN2O2

A mixture of 2-chloropyrimidine-4-carboxylic acid (200 mg), aniline (0.115 mL), 6 M hydrochloric acid (0.053 mL) and dimethyl sulfoxide (2.0 mL) was stirred at 80C overnight. The reaction mixture was cooled to room temperature, water was added, and the precipitated solid was collected by filtration. The solid was washed with water to give the title compound (112.1 mg). 1H NMR (300 MHz, DMSO-d6) delta 6.93-7.00 (1H, m), 7.25-7.33 (3H, m), 7.80-7.86 (2H, m), 8.70 (1H, d, J = 5.1 Hz), 9.96 (1H, s), 13.54-13.82 (1H, m).

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, 149849-92-3, 2-Chloropyrimidine-4-carboxylic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SETO, Masaki; BANNO, Yoshihiro; IMAEDA, Toshihiro; KAJITA, Yuichi; ASHIZAWA, Tomoko; KAWASAKI, Masanori; NAKAMURA, Shinji; MIKAMI, Satoshi; NOMURA, Izumi; TANIGUCHI, Takahiko; MARUI, Shogo; (153 pag.)EP3061754; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 149849-92-3 ,Some common heterocyclic compound, 149849-92-3, molecular formula is C5H3ClN2O2, 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.

To a suspension of 2-chloropyrimindine-4-carboxylic acid (500 mg, 3.15 mmol) and DMF(0.024 mL, 0.32 mmol) in DCM (30 mL) stirred under nitrogen at 0 C was added a 2 Msolution of oxalyl chloride (1.74 mL, 3.47 mmol) in DCM dropwise. The reaction minxturewas allowed to warm to rt and stirred for further 3 h at rt. The reaction minxture wasevaporated in vacuo to give a brown oil. This residue was dissolved in THF (20 mL) and MeOH was added (0.14 mL, 3.5 mmol) dropwise. The reaction minxture was stirred at rt under nitrogen for lh. The reaction minxture was evaporated in vacuo to afford methyl 2- chloropyrimindine-4-carboxylate (780 mg, 4.5 mmol, purity: 80 %, recovery: 143 %) as abrown oil. The compound was used in the next step without purification. LCMS (mlz) 173 and 175 (M+H), retention time: 1.86 mm, LC/MS Method 2.

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. 149849-92-3, 2-Chloropyrimidine-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DAUGAN, Alain Claude-Marie; DONCHE, Frederic G.; FAUCHER, Nicolas Eric; GEORGE, Nicolas S.; (243 pag.)WO2018/92089; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 149849-92-3 ,Some common heterocyclic compound, 149849-92-3, molecular formula is C5H3ClN2O2, 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.

Buildin block A9: 2-lsopropoxy-pyrimidine-4-carboxylic acid2-Chloropyrimidine-4-carboxylic acid (100 mg, 0.63 mmol) was dissolved in 1-propanol (3 ml) and sodium hydride (55-65%, 63 mg, 1.58 mmol) was added carefully in portions. The mixture was heated for 1 h at 150C in a microwave oven. The mixture was poured on ice- water and the mixture was acidified to pH 3. Extraction with DCM, drying over sodium sulfate and evaporation of the solvent under reduced pressure gave the product as a solid (78 mg, 68%). [1 H-NMR (DMSO, 400 MHz) 8.80 (d, 1 H), 7.53 (d, 1 H), 5.24 (hep, 1 H), 1.32 (d, 6H); LCMS RtD = 2.739 min; [M+H]+ = 183.0]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,149849-92-3, its application will become more common.

Reference:
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.149849-92-3, name is 2-Chloropyrimidine-4-carboxylic acid, molecular formula is C5H3ClN2O2, molecular weight is 158.54, as common compound, the synthetic route is as follows.149849-92-3

To a solution of 2-chloropyrimidine-4-carboxylic acid (1.00 g, 6.3 mmol) in anhydrousDCM (15 mL) were added oxalyl chloride (1.1 mL, 12.6 mmol) and DMF (0.1 mL) dropwise at0 C. The mixture was stirred at rt for 2 hours, and then cooled to 0 C. To the mixture were added triethylamine (1.28 mL, 9.5 mmol) and a solution of methylamine in THF (2M, 3.47 mL, 6.9 mmol) slowly at 0 C. The reaction mixture was stirred at rt for 12 hours, and then quenched with water (25 mL). The separated organic phase was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 2/1) to give the title compound as a white solid (1.06 g, 98.1%). The compound was characterized by the following spectroscopic data:LC-MS (ESI, pos. ion) m/z: 172.2 [M + H] .

Statistics shows that 149849-92-3 is playing an increasingly important role. we look forward to future research findings about 2-Chloropyrimidine-4-carboxylic acid.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; CHENG, Changchung; WO2015/169180; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia