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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366474Generated: October 30, 2026

Tert-butyl 4-(4-(2-amino-3-carbamoyl-5-chlorophenylcarbamoyl)phenyl)piperidine-1-carboxylate → 6-chloro-2-(4-piperidin-4-ylphenyl)-1H-benzimidazole-4-carboxamide

https://huagongshe.com/reaction/2366474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-(4-(2-amino-3-carbamoyl-5-chlorophenylcarbamoyl)phenyl)piperidine-1-carboxylateHCID 69262008—
SolventAcetic AcidHCID 176—
Product6-chloro-2-(4-piperidin-4-ylphenyl)-1H-benzimidazole-4-carboxamideHCID 16666094—

Reaction Steps

A solution of EXAMPLE 74A (60 mg) in acetic acid (5 mL) at reflux was stirred for 60 minutes and concentrated. The concentrate was purified by chromatography on silica gel with 10% methanol/dichloromethane. 1H NMR (DMSO-d6) δ 9.24 (s, 1H), 8.22 (d, J=7.98 Hz, 2H), 7.96 (s, 1H), 7.75-7.84 (m, 2H), 7.46 (d, J=8.29 Hz, 2H), 3.41 (d, J=12.27 Hz, 2H), 2.99-3.08 (m, 2H), 2.96 (t, J=3.53 Hz, 1H), 2.01 (d, J=12.27 Hz, 2H), 1.79-1.90 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697736B2
Source datasetuspto-grants-2014_04
ORD IDord-b931a553e86847c68a79d48efa0ced5f
Source noteuspto-grants-2014_04