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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192837Generated: October 26, 2026

Sodium hydride → ethyl 5-[(3-methoxypropyl)amino]-1-phenyl-1H-pyrazole-4-carboxylate

https://huagongshe.com/reaction/2192837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantEthyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylateHCID 85270—
Reactant1-Bromo-3-methoxypropaneHCID 524551—
SolventDimethylformamideHCID 6228—
Productethyl 5-[(3-methoxypropyl)amino]-1-phenyl-1H-pyrazole-4-carboxylateHCID 5962544966.9%

Reaction Steps

Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate (1.26 g) was dissolved in DMF (10 ml), NaH (0.25 g) was added under ice-cooling, and the mixture was stirred at room temperature for 30 min. 1-Bromo-3-methoxypropane (0.83 g) was added to the reaction mixture under ice-cooling, and the mixture was stirred at 60° C. for 1 hr. The reaction mixture was concentrated, and the residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (0:10-4:6) was concentrated under reduced pressure to give the object compound (1.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329691B2
Source datasetuspto-grants-2012_12
ORD IDord-02fbfb1f3dab4070894e3fb340e8526f
Source noteuspto-grants-2012_12