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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392963Generated: October 29, 2026

4-(Benzyloxy)-N-[5-cyano-2-(cyclohexylamino)phenyl]benzamide → 2-[4-(Benzyloxy)phenyl]-1-cyclohexyl-1H-benzimidazole-5-carbonitrile

https://huagongshe.com/reaction/392963

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Benzyloxy)-N-[5-cyano-2-(cyclohexylamino)phenyl]benzamideHCID 22660804—
SolventAcetic AcidHCID 176—
Product2-[4-(Benzyloxy)phenyl]-1-cyclohexyl-1H-benzimidazole-5-carbonitrileHCID 2266079090.3%

Reaction Steps

A solution of compound 11 (2.08 g, 4.89 mmol) in acetic acid (15 mL) was refluxed for 4.5 h. The reaction mixture was cooled to rt and concentrated on a rotary evaporator. The residue was dissolved in ethyl acetate and washed with saturated NaHCO3 (2×) and water (1×). The organic layer was dried (MgSO4) and concentrated on a rotary evaporator. The residue was recrystallized from hexane/ethyl acetate to give compound 12 as a tan solid (1.8 g, 90%). ESI-MS m/e 408.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06803374B2
Source datasetuspto-grants-2004_10
ORD IDord-9fb2d8b3721448078a628c2c7bec5314
Source noteuspto-grants-2004_10