4-Phenylpiperidine → HCID 19367102, compound

Participants

Reaction Steps

Following the general procedure of Example 39, Step 2 and making non-critical variations, 6-chloro-2-(chloromethyl)imidazo[1,2-α]pyridine (Example 4, Step 1; 0.307 g), 4-phenylpiperidine (Aldrich or Chart J; 0.2955 g), and THF (2 mL) are converted to product, which is chromatographed on silica gel using methanol/dichlormethane (4/96), followed by crystallization from ethyl acetate, to give 0.169 g of the title compound; mp 132-133° C.; MS m/z 325; IR (mineral oil) 1073, 801, 696, 1324, 1501 cm-1 ; 1H NMR (CDCl3) δ1.83, 2.20, 2.51, 3.14, 3.75, 7.11, 7.24, 7.52, 7.54, 8.13.

Provenance & Evidence