Sodium Carbonate → HCID 117667339, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-{[3-bromo-4-(4-methylpiperazin-1-yl)phenyl]amino}-5-(3-nitrophenoxy)pyrazine-2-carboxamide (500 mg), and N-methylpyrrolidone (5 mL) were added pyridin-4-ylboronic acid (407 mg), tetrakistriphenylphosphine palladium (0) (164 mg), and a 2 M aqueous sodium carbonate solution (2.84 mL), followed by stirring in a microwave reaction device at 140° C. for 1 hour. To the reaction mixture was added water, followed by extraction with ethyl acetate. The organic phase was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform:methanol:28% aqueous ammonia=1:0:0-15:1:0.1) to obtain 3-{[4-(4-methylpiperazin-1-yl)-3-(pyridin-4-yl)phenyl]amino}-5-(3-nitrophenoxy)pyrazine-2-carboxamide (64 mg) as a yellow solid.

Provenance & Evidence