2,2-Dimethylpropionic acid 2-[(S)-3-(5-fluoro-2-nitrophenylamino)piperidin-1-yl]ethyl ester → 2,2-Dimethylpropionic acid 2-[(S)-3-(2-amino-5-fluorophenylamino)piperidin-1-yl]ethyl ester

Participants

Reaction Steps

To a solution of 2,2-dimethylpropionic acid 2-[(S)-3-(5-fluoro-2-nitrophenylamino)piperidin-1-yl]ethyl ester (2.3 g, 6.26 mmol) in EtOAC (100 mL) was added a slurry of 10% Pd/C (200 mg) in IMS (20 mL) and the reaction mixture stirred at RT under a hydrogen atmosphere for 24 h. The suspension was filtered through a pad of Celite® and the filtrate concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, gradient 2-6% 2M NH3/MeOH in DCM) affording the title compound as a colourless gum affording the title compound as a dark red oil (1.464 g, 69%). LCMS (Method J): RT 1.71 min [M+H]+ 338.

Provenance & Evidence