N-methyl-2-pyrrolidone → HCID 86646094, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the above-mentioned crude product of tert-butyl {3-[(5-nitro-4-thiocyanatopyrimidin-2-yl)amino]-4-methylphenyl}carbamate in ethanol (120 mL)/1-methylpyrrolidin-2-one (80 mL) were added reduced iron (6.68 g, 120 mmol) and aqueous solution (20 mL) of calcium chloride (13.3 g, 120 mmol), and the mixture was stirred at 100° C. for 16 hr. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. To the obtained residue was added water (350 mL), and the mixture was extracted with ethyl acetate (200 mL, 2×80 mL). The combined organic layer was washed with saturated brine (50 mL), filtered through a silica gel pad, and the filtrate was concentrated under reduced pressure. The obtained residue was washed with ethyl acetate to give the title compound (5.24 g, 35%) as a gray solid.

Provenance & Evidence