Potassium Carbonate → 4-(3-Chloro-phenyl)-6-[(4-chloro-phenyl)-(3-methyl-3H-imidazol-4-yl)-[1,2,3]triazol-2-yl-methyl]-1-cyclopropylmethyl-1H-quinolin-2-one

Participants

Reaction Conditions

Reaction Steps

A solution of 6-[Chloro-(4-chloro-phenyl)-(3-methyl-3H-imidazol-4-yl)-methyl]-4-(3-chloro-phenyl)-1-cyclopropylmethyl-1H-quinolin-2-one (0.094 g, 0.17 mmol) in DMF (7 mL) was treated with K2CO3 (0.24 g, 0.17 mmol) and 1,2,3-triazole (0.061 mL, 1.03 mmol). The reaction mixture was heated at 80° C. for 12 hours, diluted with H2O (2 mL), and extracted with EtOAc (2 mL). The organic phase was washed with brine (2 mL), dried (MgSO4), filtered, and concentrated in vacuo to give a yellow oil. Purification by radio chromatography (silica, CH2Cl2:CH3OH:NH4OH 98:1.8:0.2) gave 4-(3-Chloro-phenyl)-6-[(4-chloro-phenyl)-(3-methyl-3H-imidazol-4-yl)-[1,2,3]triazol-2-yl-methyl]-1-cyclopropylmethyl-1H-quinolin-2-one (34 mg, 34%) and 4-(3-Chloro-phenyl)-6-[(4-chloro-phenyl)-(3-methyl-3H-imidazol-4-yl)-[1,2,3]triazol-1-yl-methyl]-1-cyclopropylmethyl-1H-quinolin-2-one (9.5 mg, 9%) as yellow oils.

Provenance & Evidence