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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350200Generated: October 31, 2026

Dimethylformamide → HCID 11569404, compound

https://huagongshe.com/reaction/350200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-(2-Chloromethylphenoxymethyl)-5-methyl-2-phenyloxazoleHCID 11099036—
ReactantHCID 178471163HCID 178471163—
SolventWaterHCID 962—
ProductHCID 11569404HCID 1156940493%

Reaction Steps

To a mixture of ethyl 3-(3-ethoxy-1H-pyrazol-4-yl]propionate (509 mg), 4-(2-chloromethylphenoxymethyl)-5-methyl-2-phenyloxazole (753 mg), and N,N-dimethylformamide (10 ml), sodium hydride (60%, oily, 96.0 mg) was added at 0° C., and then the mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into water, which was extracted with ethyl acetate. The ethyl acetate layer was washed with water, then, with saturated aqueous sodium chloride solution, and dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and ethyl 3-[3-ethoxy-1-[2-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-1H-pyrazol-4-yl]propionate (1.09 g, yield: 93%) was obtained as a colorless oily substance from the fraction eluted with ethyl acetate-hexane (1:2, volume ratio).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179823B1
Source datasetuspto-grants-2007_02
ORD IDord-f48e6f09c825481e80feb56ae06e6d58
Source noteuspto-grants-2007_02