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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429070Generated: October 27, 2026

1,2-Dichloroethane → 4-(5-{3-[3-Ethyl-3-(3-hydroxy-phenyl)-azepan-1-yl]-3-oxo-propyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile

https://huagongshe.com/reaction/429070

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-(3-Ethylazepan-3-yl)phenolHCID 6453793—
Reactant3-[3-(4-cyano-3-fluoro-benzyl)-3H-imidazol-4-yl]-propionic AcidHCID 18354308—
SolventDimethylformamideHCID 6228—
Product4-(5-{3-[3-Ethyl-3-(3-hydroxy-phenyl)-azepan-1-yl]-3-oxo-propyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrileHCID 18354307—

Reaction Steps

3-[3-(4-Cyano-3-fluoro-benzyl)-3H-imidazol-4-yl]-propionic acid, as described above in Step E, (0.56 g, 0.78 mmol) and 3-(3-ethyl-azepan-3-yl)-phenol, as described above in Step J, (0.182 g, 0.78 mmol), HOBT (0.126 g, 0.936 mmol), EDC (0.179 g, 0.936 mmol) and N-methylmorpholine (0.257 mL, 2.34 mmol) were dissolved in DMF (15 mL) and stirred at ambient temperature for 18 h. The DMF was removed in vacuo and the residue was partitioned between EtOAc and saturated aqueous NaHCO3 solution. The organic layer was washed with H2O, brine, dried (MgSO4), filtered, and concentrated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316436B1
Source datasetuspto-grants-2001_11
ORD IDord-0e5f9eacc7174d699880c1ba3186aea6
Source noteuspto-grants-2001_11