Category: 51940-63-7

Electric Literature of 51940-63-7 ,Some common heterocyclic compound, 51940-63-7, molecular formula is C7H7ClN2O2, 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.

ethyl 6-[4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidin-1-yl]-pyrimidine-4-carboxylate 700 mg (2.85 mmol) 3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one and 470 muL (2.73 mmol) DIPEA were added to 500 mg (2.68 mmol) ethyl 6-chloropyrimidine-4-carboxylate in 10 mL DMF and the reaction mixture was stirred for 1 h at RT. The reaction mixture was diluted with water and stirred for 30 min. The precipitate was suction filtered, washed with water and dried at 50 C. in the CAD. Yield: 620 mg (59% of theoretical) ESI-MS: m/z=396 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51940-63-7, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/195954; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51940-63-7, 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.51940-63-7, name is Ethyl 6-chloropyrimidine-4-carboxylate, molecular formula is C7H7ClN2O2, molecular weight is 186.5957, as common compound, the synthetic route is as follows.

C) (6-chloropyrimidin-4-yl)methanol To a solution of ethyl 6-chloropyrimidine-4-carboxylate (entire amount) obtained in Example 29, step B, in methanol (210 mL) was added sodium tetrahydroborate (9.99 g) at 0C, and the mixture was stirred for 30 min. To the reaction mixture was added 1N hydrochloric acid at 0C, and the mixture was extracted with a mixed solvent of ethyl acetate and THF. The solvent of the aqueous phase was evaporated under reduced pressure, and combined with the extract. The mixture was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound as a brown oil. This compound was used for the next step without further purification. 1H NMR (400 MHz, DMSO-d6) delta 4.59 (2H, d, J = 5.6 Hz), 5.76 (1H, t, J = 5.8 Hz), 7.64 (1H, s), 8.95 (1H, s).

The chemical industry reduces the impact on the environment during synthesis 51940-63-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; SHIBUYA, Akito; EP2816023; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 51940-63-7, Ethyl 6-chloropyrimidine-4-carboxylate, 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, Application In Synthesis of Ethyl 6-chloropyrimidine-4-carboxylate, blongs to pyrimidines compound. Application In Synthesis of Ethyl 6-chloropyrimidine-4-carboxylate

Step 1: ethyl 6-(2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidine-4-carboxylate 0.10 g (0.55 mmol) ethyl 6-chloropyrimidine-4-carboxylate and 13 muL (50 mumol) 4M HCl were added to 0.16 g (0.60 mmol) 5-amino-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1’H)-one in 1.0 mL 2-propanol. The reaction mixture was refluxed for 2 h, then cooled to RT and the resulting solid was filtered off and dried. Yield: 165 mg (54% of theory) ESI-MS: m/z=402 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51940-63-7, Ethyl 6-chloropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/21500; (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.51940-63-7, name is Ethyl 6-chloropyrimidine-4-carboxylate, molecular formula is C7H7ClN2O2, molecular weight is 186.5957, as common compound, the synthetic route is as follows.Quality Control of Ethyl 6-chloropyrimidine-4-carboxylate

Tripotassium phosphate (1.12 g, 5.63 mmol) was added in one portion to a stirred solution of 2-(2H-l,3-benzodioxol-5- yl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (0.93 g, 3.75 mmol) and ethyl 6- chloropyridine-4-carboxylate (0.7 g, 3.75 mmol) in DMF (20 mL). The mixture was degassed with nitrogen for 5 minutes, after which time Pd(dppf)2C12 (0.14 g, 0.19 mmol) was added in one portion, the mixture was then heated to 80oC and stirred at this temperature for 16 hours under a nitrogen atmosphere. After this time the reaction mixture was cooled to room temperature and partitioned between ethyl acetate (200mL) and water (lOOmL). The organic layer was separated, washed sequentially with water (lOOmL) then brine (lOOmL) before being dried (MgS04), filtered and concentrated. The resulting brown solid was purified by flash column chromatography (elution: 40%EtOAc, 60%) Heptane) to give the desired compound (0.31 g, 31% yield) as a white solid. Tr = 1.87 min m/z (ES+) (M+H+) 273.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51940-63-7, Ethyl 6-chloropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; COURTNEY, Stephen Martin; PRIME, Michael; MITCHELL, William; BROWN, Christopher John; DE AGUIAR PENA, Paula C.; JOHNSON, Peter; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia M.; MUNOZ, Ignacio; WO2013/33085; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia