2-(2,4-Dichlorobenzylidene)-3-oxobutanamide → Methyl 2-(6-carbamoyl-5-(2,4-dichlorophenyl)-7-methyl-5,8-dihydroimidazo[1,2-a]pyrimidin-2-yl)acetate

Participants

Reaction Steps

A mixture of methyl 2-(2-amino-1H-imidazol-4-yl)acetate (986 mg, 6.4 mmol) and 2-(2,4-dichlorobenzylidene)-3-oxobutanamide (Example 158, Step 2, 1.64 g, 6.4 mmol) in isopropyl alcohol (40 mL) was placed as a slurry in a 100° C. oil bath. The mixture became a clear solution within 2 min and a precipitate formed during heating for 14.5 h. Upon cooling to room temperature, the tan solids were isolated by filtration with hexanes wash (2×15 mL) to provide methyl 2-(6-carbamoyl-5-(2,4-dichlorophenyl)-7-methyl-5,8-dihydroimidazo[1,2-a]pyrimidin-2-yl)acetate (1.14 g, 45%) as a tan solid.

Provenance & Evidence