Sodium Carbonate → [5-(5-chlorobenzothiazol-6-yl)(2-thienyl)]-N-(2-fluorophenyl)carboxamide

Participants

Reaction Conditions

Reaction Steps

A mixture of (5-bromo(2-thienyl))-N-(2-fluorophenyl)carboxamide (9, 18 mg, 0.06 mmol), 5-chloro-6-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))benzothiazole (20) (17 mg, 0.06 mmol), tetrakis(triphenylphosphine)-palladium(0) (Pd(Ph3P)4, 7 mg) and sodium carbonate (19 mg) in 0.5 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 silica gel flash chromatography (0-60% B; A: hexane; B: 50% EA in hexane) to furnish 16.7 mg of [5-(5-chlorobenzothiazol-6-yl)(2-thienyl)]-N-(2-fluorophenyl)carboxamide (23) as white solid (yield: 71.6%; purity>95%). LC-MS: calcd. for C18H10FClN2OS2: 389 (M+1).

Provenance & Evidence