反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 50 °C
PROCEDURE
实验过程
A mixture of 1-(tert-butoxycarbonyl)-6-cyclopropyl-1H-indol-2-ylboronic acid (1.10 g, 3.64 mmol), (S)-6-chloro-N-(1,1,1-trifluoropropan-2-yl)pyridine-3-sulfonamide (1.05 g, 3.64 mmol), PdCl2(dppf) (178 mg, 0.22 mmol), aq. K2CO3 (2 M, 5.46 mL, 10.9 mmol) in acetonitrile (8 mL) was stirred at 50° C. overnight. The solvent was then evaporated and the residue purified on silica gel eluting with 0 to 10% ethyl acetate in CH2Cl2 to provide (S)-tert-butyl 6-cyclopropyl-2-(5-(N-(1,1,1-trifluoropropan-2-yl)sulfamoyl)pyridin-2-yl)-1H-indole-1-carboxylate (1.51 g, 81% yield). MS m/z 510.3 M+H+; 1H NMR (500 MHz, CDCl3): δ 9.65 (1H, s), 8.50 (1H, m), 8.01 (1H, d, J=8.2 Hz), 7.85 (1H, s), 7.52-7.49 (2H, m), 6.98 (1H, d, J=8.2 Hz), 4.98 (1H, d, J=8.4 Hz), 4.02 (1H, m), 2.02-1.98 (1H, m), 1.34 (3H, d, J=7.5 Hz), 0.98-0.96 (2H, m), 0.76-0.72 (2H, m).
WORKUP
后处理
- customThe solvent was then evaporated
- customthe residue purified on silica gel eluting with 0 to 10% ethyl acetate in CH2Cl2