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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102228Generated: October 30, 2026

Dimethylformamide → HCID 67335137, compound

https://huagongshe.com/reaction/2102228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-[(4-Bromophenyl)methyl]-5-cyclohexyl-1-[4-(trifluoromethoxy)phenyl]-1H-pyrazoleHCID 67334736—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 67335137HCID 67335137—

Reaction Conditions

Temperature75 °C

Reaction Steps

A mixture of 782 mg 4-(4-bromobenzyl)-5-cyclohexyl-1-[4-(trifluoromethoxy)phenyl]-1H-pyrazole from Step D above, 115 mg zinc cyanide, and 94 mg tetrakis(triphenylphosphine)palladium(0) in 5 mL DMF was heated under nitrogen in a 75° C. oil bath over night. Evaporate most of DMF. The residue was purified on silica gel using 10-40% EtOAc in hexanes to give the title compound as a yellowish solid. 1H NMR (CDCl3, 500 MHz) δ 7.61˜7.64 (m, 2H), 7.40˜7.44 (m, 2H), 7.33˜7.37 (m, 4), 7.31 (s, 1H), 4.06 (s, 2H), 2.70 (tt, J=3.1 & 12.5 Hz, 1H), 1.73˜1.79 (m, 4H), 1.66˜1.71 (m, 1H), 1.50˜1.58 (m, 2H), 1.09˜1.24 (m, 3H). LC-MS: 2.46 min. (M+H=426.2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572922B2
Source datasetuspto-grants-2009_08
ORD IDord-b7c5ce32c29f47359e30e3fdd583de49
Source noteuspto-grants-2009_08