Phosphorus oxychloride → HCID 90041143, compound

Participants

Reaction Steps

To a solution of 6-fluoro-3,4-dihydro-1H-isoquinoline-1,2-dicarboxylic acid 2-tert-butyl ester (0.37 g, 1.25 mmol, Eq: 1.00) and 2,6-difluoroaniline (194 mg, 162 μl, 1.5 mmol, Eq: 1.2) in Pyridine (7 mL) at 0° C. was added phosphorus oxychloride (288 mg, 175 μl, 1.88 mmol, Eq: 1.5). The reaction was warmed to RT, stirred for 18 h, diluted with water and extracted with EtOAc. The combined organics were washed with 1 N HCl, water, brine, dried with Na2SO4 and concentrated in vacuo. The crude material was purified by flash chromatography to afford 0.2181 g 1-(2,6-difluoro-phenylcarbamoyl)-6-fluoro-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester as white foam. 42.8% MS m/z 428.9 (M+H)

Provenance & Evidence