反应 #470453

ord-274d186cf31343dfb7c3b715f7a2dc2e

反应方程式

CCOC(=O)c1cccc(-c2ccn3c(-c4cccc(-n5cccn5)c4)cnc3c2)c1
3-[3-(3-Pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-benzoic acid ethyl ester
NCCO
ethanol amine
O=C([O-])[O-].[K+].[K+]
K2CO3
O=C(NCCO)c1cccc(-c2ccn3c(-c4cccc(-n5cccn5)c4)cnc3c2)c1
N-(2-hydroxy-ethyl)-3-[3-(3-pyrazol-1-yl-phenyl)-imidazo-[1,2-a]-pyridin-7-yl]-benzamide

溶剂

反应条件

温度
55°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The solvent is removed in vacuo
  2. 2
    其他the reaction is purified by flash column chromatography
  3. 3
    洗涤eluting with 9:1 DCM/MeOH

实验过程

3-[3-(3-Pyrazol-1-yl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-benzoic acid ethyl ester (Ex. 1.10) (1 eq, 0.098 mmol, 40 mg) and ethanol amine (10 eq, 0.98 mmol, 0.06 ml) are dissolved in EtOH (2 ml) and K2CO3 (1.5 eq, 0.147 mmol, 20.3 mg) is added. The reaction mixture is stirred for 5 h at 55° C. The solvent is removed in vacuo and the reaction is purified by flash column chromatography eluting with 9:1 DCM/MeOH to yield N-(2-hydroxy-ethyl)-3-[3-(3-pyrazol-1-yl-phenyl)-imidazo-[1,2-a]-pyridin-7-yl]-benzamide as a white solid; [M+H]+=424

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08367662B2uspto-grants-2013_02