反应 #86048

反应方程式

methyl 4-(8-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino)benzoate

cyclopentyl bromide

cesium carbonate

→

solid

收率 45.0%

methyl 4-(8-(1-cyclopentyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino)benzoate

收率 45.0%

溶剂

N,N-dimethylformamide

ethyl acetate

反应条件

后处理

1. 1
   洗涤the resulting solution was washed with saturated aqueous sodium chloride solution
2. 2
   浓缩The collected organic was concentrated
3. 3
   其他Purification of the resulting residue by flash column chromatography (20% ethyl acetate in dichloromethane)

实验过程

A suspension of methyl 4-(8-(1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-ylamino)benzoate (43 mg, 0.13 mmol, 1 equiv), cyclopentyl bromide (41 μL, 0.38 mmol, 3.0 equiv) and cesium carbonate (126 mg, 0.383 mmol, 3.0 equiv) in N,N-dimethylformamide (1 mL) was heated at 100° C. After 2 h, the reaction mixture was diluted with ethyl acetate, and the resulting solution was washed with saturated aqueous sodium chloride solution. The collected organic was concentrated. Purification of the resulting residue by flash column chromatography (20% ethyl acetate in dichloromethane) afforded a white solid (23.5 mg, 45% yield). 1H NMR (400 MHz, DMSO-d6) δ 10.18 (s, 1H), 8.74-8.55 (m, 2H), 8.32 (s, 1H), 7.91 (dd, J=13.9, 8.1 Hz, 3H), 7.85 (d, J=8.9 Hz, 2H), 7.10 (t, J=7.0 Hz, 1H), 4.81 (s, 1H), 3.82 (s, 3H), 2.25-2.11 (m, 2), 2.11-1.93 (m, 2H), 1.85 (d, J=3.5 Hz, 2H), 1.77-1.63 (m, 2H).

来源