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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231511Generated: October 26, 2026

Methyl iodide → 4,5-Dihydro-4-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile

https://huagongshe.com/reaction/231511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4,5-Dihydro-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 135773307—
SolventDimethylformamideHCID 6228—
Product4,5-Dihydro-4-methyl-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 14501855—

Reaction Steps

A mixture of 1.5 g of 4,5-dihydro-7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]pyrimidine-3-carbonitrile (Ex. 19) and 220 mg of 60% sodium hydride dispersed in mineral oil in 50 ml of N,N-dimethylformamide was stirred at room temperature under nitrogen for 3 1/2 hours. Then one ml of iodomethane was added and the reaction mixture was stirred under nitrogen for 16 hours. The mixture was evaporated in vacuo and gave an oil. The oil crystallized upon trituration in n-hexane to give the product which was recrystallized from ethyl acetate:n-hexane (1:4) and this gave the desired product as yellow crystals, mp 120°-122° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04847256
Source datasetuspto-grants-1989_07
ORD IDord-b707659b2fb544b7af270d9669a7577e
Source noteuspto-grants-1989_07