Reaction #2186203

Reaction equation

4-[4-(2-Fluoro-ethyl)-piperazin-1-yl]-2-hydroxy-benzaldehyde

(6-chloro-imidazo[1,2-a]pyridin-2-yl)-acetic acid methyl ester

acetonitrile

piperidine

→

desired product

Yield 23.4%

3-(6-Chloro-imidazo[1,2-a]pyridin-2-yl)-7-[4-(2-fluoro-ethyl)-piperazin-1-yl]-chromen-2-one

Yield 23.4%

Solvents

benzene

Conditions

Workup

1. 1
   Filtrationthe precipitated material filtered
2. 2
   Washwashed with diethyl ether
3. 3
   Otherdried under high vacuum

Procedure

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).

Source