Benzoic Acid → HCID 18426172, compound

Participants

Reaction Conditions

Reaction Steps

EDCI (4.7 mg), 1-hydroxybenzotriazole hydrate (3.3 mg), Et3N (2.5 mg) and benzoic acid (3.0 mg) were added to a solution of 1-(4-aminobenzyl)-4[{N-(3-(trifluoromethyl)benzoyl)glycyl}aminomethyl]piperidine (10.1 mg, 0.023 mmol) in CH2Cl2 (2.5 mL). The reaction mixture was stirred at 25° C. for 16 h, washed with 2 N aqueous NaOH (2×2 mL) and brine (1 mL). After filtration through PTFE membrane filter, the solvent was removed under reduced pressure to afford a yellow oil which was. purified by preparative TLC (SiO2, 10% CH3OH—CH2Cl2) to give 1-{4-(benzoylamino)benzyl}-4-[{N-(3-(trifluoromethyl)benzoyl)glycyl}aminomethyl]piperidine (compound No. 519) as a colorless oil (4.6 mg, 36%): The purity was determined by RPLC/MS (99%); ESI/MS m/e 553.2 (M++H, C30H31F3N4O3).

Provenance & Evidence