反应 #470451

反应方程式

3-(3-Bromo-imidazo[1,2-a]pyridine-7-yl)-N-methyl-benzamide

3-(1H-pyrazolyl)-phenylboronic acid

water

Na2CO3

→

N-methyl-3-[3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-benzamide

溶剂

DME

反应条件

后处理

1. 1
   温度the reaction mixture is heated
2. 2
   其他at 120° C.
3. 3
   其他for 10 min
4. 4
   其他At the completion of this time the solvent is removed in vacuo
5. 5
   其他the reaction mixture is purified by flash column chromatography
6. 6
   洗涤eluting with 9:1 DCM/MeOH

实验过程

3-(3-Bromo-imidazo[1,2-a]pyridine-7-yl)-N-methyl-benzamide (Intermediate EA) (1 eq, 0.303 mmol, 100 mg) and 3-(1H-pyrazolyl)-phenylboronic acid (1.3 eq, 0.394 mmol, 74 mg) are dissolved in DME (3 ml) and water (0.8 ml) and Na2CO3 (3 eq, 0.909 mmol, 96.3 mg) is added. PdCl2(PPh3)2 (0.05 eq, 0.015 mmol, 10.6 mg) is added and the reaction mixture is heated using microwave radiation at 120° C. for 10 min. At the completion of this time the solvent is removed in vacuo and the reaction mixture is purified by flash column chromatography eluting with 9:1 DCM/MeOH to yield N-methyl-3-[3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-benzamide as a light brown solid; [M+H]+=395

来源