反应详情

温度

25 °C

Hippuric acid (38 mg, 0.21 mmol), EDCI (48 mg, 0.24 mmol), HOBt (31 mg, 0.23 mmol) and triethylamine (38 μL, 0.27 mmol) were added to a dichloromethane (1 mL) solution of 4-(aminomethyl)-1-(4-chlorobenzyl)piperidine (50 mg, 0.21 mmol). The resulting reaction mixture was shaken at 25° C. for 16 hours, then diluted with 1 mL of dichloromethane, washed with a 2 M aqueous solution of NaOH (0.75 mL×2), dried (over MgSO4), concentrated and purified by chromatography (SiO2, 6-8% methanol/dichloromethane) to thereby afford 4-[(N-benzoylglycyl)amino]methyl-1-(4-chlorobenzyl)piperidine (Compd. No. 458). The resulting compound was treated with TFA to provide a TFA salt (105 mg, 97%). The purity was determined by RPLC/MS (85%). ESI/MS m/e 400 (M++H, C22H26ClN3O2).

1. customThe resulting reaction mixture
2. washwashed with a 2 M aqueous solution of NaOH (0.75 mL×2)
3. dry with materialdried (over MgSO4)
4. concentrationconcentrated
5. custompurified by chromatography (SiO2, 6-8% methanol/dichloromethane) to thereby afford 4-[(N-benzoylglycyl)amino]methyl-1-(4-chlorobenzyl)piperidine (Compd. No
6. additionThe resulting compound was treated with TFA