3-(Chloromethyl)pyridine hydrochloride → 2-(3-methoxyphenyl)-6-phenyl-1-(3-pyridylmethyl)-1H-imidazo[4,5-b]pyridine

Participants

Reaction Steps

A mixture of 2-(3-methoxyphenyl)-6-phenyl-1H-imidazo[4,5-b]pyridine (Compound of Example 1) (80 mg), 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine resin (PS-BEMP, 2.2 mmol/g) (326 mg) and N,N-dimethyl formamide (4.5 ml) was shaken at room temperature for 1 hour. To the mixture was added 3-pyridylmethylchloride hydrochloride (52 mg), and the mixture was further shaken at room temperature for 15 hours. Purification was carried out in a manner similar to Example 222 to obtain 2-(3-methoxyphenyl)-6-phenyl-1-(3-pyridylmethyl)-1H-imidazo[4,5-b]pyridine (67 mg, 65%).

Provenance & Evidence