Reference of 63558-65-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 63558-65-6 as follows.
Step 2: torf-Butyl 3-[(4-chloropyrimidiii-5-yl)(b.ydroxy)methy]]-lH-pyrazole-l-carboxylate Into a flame dried RBF with stirbar was added 4-chloro-5-iodopyrimidine (12.3 g, 51 mmol) dissolved in THF (200 mL). The flask was purged with argon and cooled to -95 C. To this solution was added dropwise n-butyllithium (2.5 M in hexane; 43 mL, 107 mmol) at -95 C and the mixture was stirred for 10 min. To this mixture was added fert-butyl 3-formyl-lH-pyrazole-l-carboxylate (9.1 g, 46 mmol) dissolved in THF (30 mL) dropwise at -95 C. The reaction was stirred at -78 C for 30 min. The reaction was quenched with a solution of acetic acid (7.9 mL) in THF (15 mL) and then allowed to warm to rt. Water (80 mL) was added and the mixture extracted with EtOAc (3 ). The combined organic layers were then washed with water and brine, dried over Na2SC>4, filtered and concentrated. The crude product was purified on silica gel to give tert-butyl 3-[(4-chIoropyrimidin-5-yl)(hydroxy)methyl]-lH-pyrazole-l- carboxylate (10.2 g, 64%). LCMS (AA): m/z = 311 (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,63558-65-6, its application will become more common.
Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; DUFFEY, Matthew, O.; ENGLAND, Dylan, B.; HU, Zhigen; ITO, Mitsuhiro; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; XU, He; WO2015/2994; (2015); A2;,
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