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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055630Generated: October 26, 2026

4-Methoxybenzyl bromide → 1-(4-Methoxybenzyl)-1H-pyrazole-4-carbonitrile

https://huagongshe.com/reaction/1055630

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxybenzyl bromideHCID 165021—
Reactant1H-Pyrazole-4-carbonitrileHCID 564449—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Methoxybenzyl)-1H-pyrazole-4-carbonitrileHCID 86690957—

Reaction Steps

At 0° C., 1 g (10.7 mmol) of 1H-pyrazole-4-carbonitrile and 2.4 g (11.8 mmol) of 4-methoxybenzyl bromide were initially charged in 22 ml of THF. 1.3 g (11.8 mmol) of potassium tert-butoxide were added a little at a time, and the reaction was stirred at RT overnight. The precipitated solid was then filtered off, and the mother liquor was freed from the solvent on a rotary evaporator. The residue was dissolved in ethyl acetate and the solution was washed with water and saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated. This gave 2 g (87% of theory) of the title compound, which was used without further purification for the subsequent step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394309B2
Source datasetuspto-grants-2016_07
ORD IDord-4a45050454c04afcbf70a54ef9a0d1c8
Source noteuspto-grants-2016_07