反応 #2186203

ord-521455caad8c415796162a02be19875e

反応方程式

O=Cc1ccc(N2CCN(CCF)CC2)cc1O
4-[4-(2-Fluoro-ethyl)-piperazin-1-yl]-2-hydroxy-benzaldehyde
COC(=O)Cc1cn2cc(Cl)ccc2n1
(6-chloro-imidazo[1,2-a]pyridin-2-yl)-acetic acid methyl ester
CC#N
acetonitrile
C1CCNCC1
piperidine
O=c1oc2cc(N3CCN(CCF)CC3)ccc2cc1-c1cn2cc(Cl)ccc2n1
desired product
収率 23.4%
O=c1oc2cc(N3CCN(CCF)CC3)ccc2cc1-c1cn2cc(Cl)ccc2n1
3-(6-Chloro-imidazo[1,2-a]pyridin-2-yl)-7-[4-(2-fluoro-ethyl)-piperazin-1-yl]-chromen-2-one
収率 23.4%

溶媒

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過the precipitated material filtered
  2. 2
    洗浄washed with diethyl ether
  3. 3
    その他dried under high vacuum

実験手順

253 mg (1 mmol) 4-[4-(2-Fluoro-ethyl)-piperazin-1-yl]-2-hydroxy-benzaldehyde and 450 mg (2 eq.) (6-chloro-imidazo[1,2-a]pyridin-2-yl)-acetic acid methyl ester refluxed in 15 mL benzene and 7.5 mL acetonitrile in the presence of 0.395 mL (4 eq.) piperidine for 21 h. The reaction mixture is cooled to 0° C. and the precipitated material filtered, washed with diethyl ether and dried under high vacuum, yielding 100 mg (23%) desired product as a yellow solid. M.p.=265° C. (decomposition).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07569337B2uspto-grants-2009_08