反应 #470452

反应方程式

sodium triacetoxyborohydride

acetic acid

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

methyl piperazine

→

7-[3-(4-methyl-piperazine-1-ylmethyl)-phenyl]-3-(3-pyrazol-1-yl-phenyl)-imidazo-[1,2-a]pyridine

溶剂

EtOAc

DCM

反应条件

后处理

1. 1
   workup.STIRRINGthis is stirred for a further one hour
2. 2
   洗涤the organic phase is washed with NaHCO3
3. 3
   萃取The aqueous layer is further extracted with EtOAc
4. 4
   洗涤The combined organic layers are washed with brine
5. 5
   干燥dried over MgSO4
6. 6
   过滤filtered
7. 7
   其他the solvent removed in vacuo
8. 8
   其他The reaction mixture is purified by flash column chromatography
9. 9
   洗涤eluting with 8:2 DCM/MeOH

实验过程

To a solution of 3-[3-(3-pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-benzaldehyde (Ex. 1.9) (1 eq, 0.110 mmol, 40 mg) in DCM (2 ml) is added methyl piperazine (2 eq, 0.220, 0.24 ml) and the reaction mixture is stirred at room temperature for 2 h. After this time sodium triacetoxyborohydride (1.5 eq, 0.165 mmol, 36.7 mg) and acetic acid (0.1 ml) are added to the reaction mixture and this is stirred for a further one hour. The reaction is diluted with EtOAc and the organic phase is washed with NaHCO3. The aqueous layer is further extracted with EtOAc. The combined organic layers are washed with brine, dried over MgSO4, filtered and the solvent removed in vacuo. The reaction mixture is purified by flash column chromatography eluting with 8:2 DCM/MeOH to yield 7-[3-(4-methyl-piperazine-1-ylmethyl)-phenyl]-3-(3-pyrazol-1-yl-phenyl)-imidazo-[1,2-a]pyridine as a yellow solid; [M+H]+=449

来源