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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840132Generated: October 29, 2026

Dimethylformamide → 3-[4-(4-Fluoro-2-methylphenyl)-1-piperazinyl]-5-methyl-3-phenylisoxazole-4-carboxamide

https://huagongshe.com/reaction/840132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(4-Fluoro-2-methylphenyl)piperazineHCID 18423072—
ReactantHCID 23447862HCID 23447862—
SolventWaterHCID 962—
Product3-[4-(4-Fluoro-2-methylphenyl)-1-piperazinyl]-5-methyl-3-phenylisoxazole-4-carboxamideHCID 8675791248.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A stirred mixture of 0.380 g of Compound 31A, 0.50 mL of N,N-diisopropylethylamine, 0.545 g of Compound 2B and 3 mL of N,N-dimethylformamide was heated at 120° C. for 5 h. The solution was diluted with water (60 mL) and extracted with dichloromethane (3×30 mL); the organic layer was washed with water (3×20 mL), dried (anhydrous sodium sulphate) and evaporated to dryness in vacuo. The residue was purified by flash chromatography (chloroform-2N methanolic ammonia 100:1) affording 0.373 g (43.7%) of the title compound as an ivory solid. M.p. 139-141° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06365591B1
Source datasetuspto-grants-2002_04
ORD IDord-cc40e651339f4e4da172e78020c98c50
Source noteuspto-grants-2002_04