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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247519Generated: November 2, 2026

Dimethylformamide → (E)-N-[1-(4-fluorophenyl)-1-methyl ethyl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylamide

https://huagongshe.com/reaction/2247519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-(4-Fluorophenyl)-1-methylethylamineHCID 13025665—
Reactant(E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acidHCID 59528030—
Solvent1,2-DichloroethaneHCID 11—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product(E)-N-[1-(4-fluorophenyl)-1-methyl ethyl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylamideHCID 5917085365.6%

Reaction Steps

To a DMF (5 mL) solution of (E)-3-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)acrylic acid (60 mg) obtained in Example 121, 1-(4-fluorophenyl)-1-methylethylamine (CAS#17797-10-3) (43 mg), EDC (53 mg) and HOBT (38 mg) were added at room temperature under nitrogen atmosphere, and the reaction solution was agitated at room temperature for 12 hours. Water and ethyl acetate were added to the reaction solution, and the organic layer was partitioned. The organic layer was washed with a saturated sodium chloride solution, and the organic layer was concentrated under reduced pressure after dried over anhydrous magnesium sulfate. The obtained residue was purified by silica gel chromatography (elution solvent: methanol-ethyl acetate system), and the title compound (60 mg) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687640B2
Source datasetuspto-grants-2010_03
ORD IDord-6b4781b31802478f9fc2e91421dda00a
Source noteuspto-grants-2010_03