Hexane → HCID 19783397, compound

Participants

Reaction Conditions

Reaction Steps

2-(3-Pyridyl)-1H imidazo(4,5-b)pyridine (1.3 g, 6.6 mmol) was added to a hexane-washed suspension of NaH (175 mg, 7.26 mmol) in dimethylacetamide (15 ml) under Ar and stirred under an argon atomsphere for one hour at 25° C. 4-Bromomethyl-3-methoxy-N-cyclohexyl-N-isopropylbenzamide (2.5 g, 6.6 mmol) was added portionwise over 30 minutes and the mixture stirred overnight at 25° C. The solvent was removed via oil pump at <50° C. and the residue was chromatographed using 7/3/0.5 CH2Cl2 /MeOH/NH4OH as the eluent to produce the title compound (1.70 g, 52%). An analytical sample was prepared by recrystallization from ethyl acetate, m.p. 185°-188° C. Anal. Calc. for C29H33N5O2.0.5H2O: C, 70.71; H, 6.96; N, 14.22. Found: C, 70.88; H, 6.80; N, 14.18.

Provenance & Evidence