Dimethylformamide → HCID 59828831, compound

Participants

Reaction Steps

Slurry 1-bromo-4-(2-cyclopropylmethylamino-5-methyl-thiazol-4-yl)-benzene (1.0 g, 3.09 mmol), 1,1′-bis-(diphenylphosphino)ferrocene (275 mg, 0.494 mmol), zinc cyanide (325 mg, 2.75 mmol) and tris(dibenzylideneacetone)dipalladium(0) (254 mg, 0.28 mmol) in DMF (6 mL) and heat in a sealed tube at 110° C. overnight. Cool the mixture to room temperature, dilute with dichloromethane (100 mL) and filter over Celite®. Concentrate in vacuo and purify the crude mixture by chromatography on silica gel (40 g) eluting with hexane/EtOAc (19:1 to 7:3 gradient over 30 min; 40 mL/min) to obtain the desired intermediate (416 mg, 52%) as a yellow solid. MS (ES+) m/z: 270 (M+H)+.

Provenance & Evidence