Methanol → HCID 57829790, compound

Participants

Reaction Steps

A mixture of 4-benzyl-2-chloro-6-methyl-pyrimidine (86 mg, 0.39 mmol), 1-(4-amino-phenyl)-1H-imidazol-4-yl]-methanol (75 mg, 0.39 mmol, Europ. J. Med. Chem. 19 (3), 285-7 (1984), CAS 94128-93-5) and potassium carbonate (1.10 g, 7.86 mmol) in dioxane (4 mL) and N,N-dimethylacetamide (1 mL) was degassed with nitrogen. Palladium(II) acetate (3.6 mg, 0.016 mmol) and 2-(dicyclohexylphosphino)biphenyl (12 mg, 0.031 mmol) were added and the reaction mixture was irradiated in a microwave oven at 200° C. for 25 minutes. [1-(4-Amino-phenyl)-1H-imidazol-4-yl]-methanol (43 mg, 0.19 mmol) was added and the reaction mixture was irradiated in a microwave oven at 200° C. for another 25 minutes. The reaction mixture was filtered; the filtrate was diluted with ethyl acetate, washed with water and brine, dried with magnesium sulfate and concentrated in vacuo. Purification by column chromatography on silica eluting with dichloromethane/methanol (14:1 v/v) afforded the title compound as a light yellow viscous oil (19 mg, 13%). MS ISP (m/e): 372.2 [(M+H)+].

Provenance & Evidence