1,2-Dichloroethane → 5-(2,4-Dichlorophenyl)-7-methyl-2-(2-oxo-2-(pyrrolidin-1-yl)ethyl)imidazo[1,2-a]pyrimidine-6-carbonitrile

Participants

Reaction Steps

To a solution of 2-(6-cyano-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-yl)acetic acid (72 mg, 0.2 mmol) in CH3CN (0.7 mL) were added HOAT (41 mg, 0.3 mmol) and EDC (77 mg, 0.4 mmol). After one min all of the solids had dissolved to produce a clear tan to brown solution. At 5 min, pyrrolidine (14.5 mg, 0.2 mmol) was added. At 20 min from the addition of pyrrolidine, the reaction was quenched with EtOAc (3 mL) and then washed with satd aq NaHCO3 (2×3 mL), satd aq NH4Cl (2×3 mL), and water (3 mL). The organic layer was dried with MgSO4, filtered, and concentrated to yield 5-(2,4-dichlorophenyl)-7-methyl-2-(2-oxo-2-(pyrrolidin-1-yl)ethyl)imidazo[1,2-a]pyrimidine-6-carbonitrile (46 mg, 56%) as a yellow-brown oil.

Provenance & Evidence