Hydrochloric Acid → HCID 67773516, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (2S,4R)-4-hydroxy-pyrrolidine-2-carboxylic acid cyclohexylmethyl-amide; hydrochloride (75 mg, 0.285 mmol), dichlorobis(tri-o-tolylphosphine) palladium (II) (11 mg, 0.014 mmol), copper iodide (2.7 mg, 0.014 mmol), potassium carbonate (78.8 mg, 0.57 mmol), tetraethylammonium bromide (10.2 mg, 0.048 mmol) and 2-bromo-5-trifluoromethylpyridine (64.4 mg, 0.285 mmol) is evacuated and filled with Argon three cycles. Triethylamine (0.16 mL, 1.14 mmol), N,N-dimethylformamide (1 mL) and water (0.1 mL) are added and the reaction mixture is heated to 100° C. under Argon atmosphere for 22 h. The reaction is diluted with ethyl acetate and concentrated. The residue is purified by flash chromatography on silica eluting with methanol/dichloromethane which provides the title compound, m/z 372 [M+H+].

Provenance & Evidence