Phenylacetic Acid → Diisopropylethylamine

Participants

Reaction Steps

450 mg (1.36 mmol) of tert-butyl 3-(4-benzylpiperazin-1-yl)azetidine-1-carboxylate (XXIe) were dissolved in dichloromethane (8 ml) and, while stirring at room temperature, trifluoroacetic acid (8 ml) was added. The reaction solution was stirred for 2 h and then the solvent and excess trifluoroacetic acid were removed in vacuo. The residue was taken up again in toluene, concentrated in vacuo and then dried in vacuo. 286 mg (1.49 mmol) of EDCl were added to a solution of 642 mg (1.36 mmol) of 6-chloro-3-(4-methoxybenzenesulfonyl)-2-oxo-2,3-dihydrobenzimidazol-1-yl]phenylacetic acid (XIIIa), 276 mg (2.03 mmol) of HOBt, the residue obtained above, and 2.13 ml (12.2 mmol) of ethyldiisopropylamine in 50 ml of dichloromethane while cooling in ice.

Provenance & Evidence