Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875249Generated: October 30, 2026

1,2-Dichloroethane → HCID 178510236, compound

https://huagongshe.com/reaction/1875249

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-{[3-(Aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-(difluoromethyl)benzonitrile trifluoroacetateHCID 86761656—
Reactant4-bromo-1H-imidazole-5-carboxylic acidHCID 178524914—
SolventDimethylformamideHCID 6228—
ProductHCID 178510236HCID 17851023655%

Reaction Steps

To a solution of 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-(difluoromethyl)benzonitrile trifluoroacetate (90 mg, 0.204 mmol), 4-bromo-1H-imidazole-5-carboxylic acid (39.0 mg, 0.204 mmol) and HOBT (31.3 mg, 0.204 mmol) in DMF (3 ml) was added EDC (39.1 mg, 0.204 mmol) and the reaction mixture was stirred at RT for 30 minutes. The crude material was purified via reverse phase HPLC to give the title compound (56 mg, 55% yield). 1H NMR (DMSO-d6) δ ppm 8.42 (br. s., 1H) 7.85 (s, 1H) 7.79 (s, 1H) 7.72 (s, 1H) 7.47-7.58 (m, 2H) 7.38 (t, 1H) 7.07 (t, 1H) 4.51 (d, 2H). LC-MS (ES+) m/z 499.00 [M+H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-27b5b7f9584f4ee19ccffc858fd880b0
Source noteuspto-grants-2012_11