Ethyl Acetate → HCID 68428179, compound

Participants

Reaction Steps

To a mixture of 2-(1-benzyl-1H-pyrazol-4-yl)-4-bromo-7-hydroxy-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (0.25 mg, 0.54 mmol), 1,1′-bis(diphenylphosphino)ferrocene (30.7 mg, 0.055 mmol), zinc dust (4.2 mg, 0.065 mmol), and zinc cyanide (38.3 mg, 0.33 mmol) in N,N-dimethylacetamide (1.11 mL) was added tris(dibenzylideneacetone)dipalladium(0)(24.9 mg, 0.027 mmol). The reaction mixture was heated at 120° C. for 5 h before ethyl acetate (70 mL) was added. The organic solution was washed with saturated ammonium chloride aqueous solution and saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, and concentrated. The crude product was purified by flash chromatography eluting from silica gel with a gradient of 0-100% ethyl acetate in hexanes to produce 0.19 g of the title compound as a light yellow solid. MS: (+) m/z 406.3 (M+1).

Provenance & Evidence