Sodium Carbonate → (2,6-difluorophenyl)-N-[5-(5-chlorobenzoxazol-6-yl)(1,3-thiazol-2-yl)]carboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(5-bromo(1,3-thiazol-2-yl))(2,6-difluorophenyl)carboxamide (38 mg, 0.12 mmol), 5-chloro-6-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole (20) (34 mg, 0.12 mmol), tetrakis(triphenylphosphine)-palladium(0) (Pd(Ph3P)4, 14 mg) and sodium carbonate (38 mg) in 1.0 ml DME, 0.5 ml EtOH and 0.25 ml water was heated under Ar in microwave reactor at 110° C. for 30 min. The reaction mixture was worked up with EA/brine. Org. phase was concentrated and then subjected to prep HPLC purification to give 7.1 mg (2,6-difluorophenyl)-N-[5-(5-chlorobenzoxazol-6-yl)(1,3-thiazol-2-yl)]carboxamide (51) as pale brown solid (yield: 14.5%; purity>95%). LC-MS: calcd. for C17H8ClF2N3OS2: 408 (M+1).

Provenance & Evidence