1-(2-Fluorophenyl)piperazine Hydrochloride → 6-Chloro-2-[[4-(2-fluorophenyl)-1-piperazinyl]methyl]-imidazo[1,2-a]pyridine

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Reaction Steps

Following the general procedure of Example 11 and making non-critical variations, 6-chloro-2-(chloromethyl)imidazo[1,2-α]pyridine (Example 4, Step 1; 0.294 g) and 1-(2-fluorophenyl)piperazine hydrochloride (Aldrich; 0.366 g) are converted to 0.268 g of the title compound after chromatography on silica gel using methanol/dichloromethane (6/94) and crystallization from ethyl acetate/hexane; mp 107-108° C.; MS m/z 344, 346; IR (mineral oil) 1501, 1221, 752, 1335, 927 cm-1 ; 1H NMR (CDCl3) δ2.76, 3.13, 3.78, 6.95, 7.03, 7.12, 7.52, 8.14.

Provenance & Evidence