Application of 583878-42-6, 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.583878-42-6, name is Ethyl 4-chloro-6-methyl-2-(methylthio)pyrimidine-5-carboxylate, molecular formula is C9H11ClN2O2S, molecular weight is 246.71, as common compound, the synthetic route is as follows.
Intermediate 1 1Ethyl 4-({3-r3-({r(1 , 1-dimethylethyl)oxylcarbonyl}amino)propyllphenyl}amino)-6-methyl-2-(methylthio)-5-pyrimidinecarboxylateTo a solution of 1 ,1-dimethylethyl [3-(3-aminophenyl)propyl]carbamate (390 mg, 1.558 mmol) in DMF (5 ml.) were added ethyl 4-chloro-6-methyl-2-(methylthio)-5- pyrimidinecarboxylate (307 mg, 1.246 mmol) and DIEA (0.298 ml_, 1.714 mmol), and the reaction mixture was stirred at 75 0C overnight. The reaction was then concentrated and the residue was purified using column chromatography (silica gel, 0% to 50% EtOAc gradient in hexane) to afford the product (210 mg, 29% yield). MS: M(C23H32N4O4S) = 460.59, (M+H)+ = 461.6 1 H NMR (400 MHz, CD3OD) delta ppm 1.44 – 1.47 (m, 12 H), 1.77 – 1.85 (m, 3 H), 2.52 (s, 3 H), 2.62 (s, 3 H), 2.65 (d, J = 8.6 Hz, 2 H), 3.09 (t, J = 7.0 Hz, 2 H), 4.45 (q, J = 7.2 Hz, 2 H), 4.64 (br. s., 1 H), 7.01 (d, J = 7.6 Hz, 1 H), 7.28 (t, J = 7.8 Hz, 1 H), 7.42 (d, J = 1.3 Hz, 1 H), 7.55 – 7.58 (m, 1 H).
The chemical industry reduces the impact on the environment during synthesis 583878-42-6, I believe this compound will play a more active role in future production and life.
Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; ATKINSON, Francis, Louis; AXTEN, Jeffrey, Michael; CICHY-KNIGHT, Maria; MOORE, Michael, Lee; PATEI, Vipulkumar, Kantibhai; TIAN, Xinrong; WELLAWAY, Christopher, Roland; DUNN, Allison, K.; WO2010/19637; (2010); A1;,
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