反应详情

To a solution of 1H-pyrrole-2-carboxylic acid ((S)-1-phenyl-ethyl)-amide (800 mg, 3.7 mmol) and 2-chloronicotinoyl chloride (95 mg, 5.4 mmol) in dry benzene (10 mL) at 0° C. was added dropwise a solution of tin (IV) chloride (1.75 g) in benzene (5 mL). The mixture was allowed to warm up slowly to room temperature and stirred for overnight. The reaction was concentrated, diluted with ethyl acetate, washed with water, 1N NaOH, brine, dried and concentrated. The residue was purified on a silica gel column to give 458 mg (35%) of 5-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-2-carboxylic acid ((S)-1-phenyl-ethyl)-amide.

1. concentrationThe reaction was concentrated
2. additiondiluted with ethyl acetate
3. washwashed with water, 1N NaOH, brine
4. customdried
5. concentrationconcentrated
6. customThe residue was purified on a silica gel column