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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182116Generated: November 1, 2026

Tetrahydrofuran → phenyl (3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)carbamate

https://huagongshe.com/reaction/1182116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenyl chloroformateHCID 15891—
Reactant3-ethyl-1-methyl-1H-pyrazol-5-amineHCID 15135782—
Productphenyl (3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)carbamateHCID 69361078—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 5-Ethyl-2-methyl-2H-pyrazol-3-ylamine (10 g, 79.8 mmol) (500 ml) and potassium carbonate in THF (12.14 g, 87.8 mmol) is cooled to 0° C. Phenylchloroformate (10.15 ml, 80.6 mmol) is added dropwise over 20 minutes. The reaction mixture is stirred for 40 minutes at 0° C. then allowed to warm to ambient temperature and stirred for a further 2.5 hours. The reaction mixture is partitioned between ethylacetate and water. The organic phase is washed with 5% aqueous citric acid solution and brine. The organic phase is treated with MgSO4 and charcoal then filtered and evaporated to afford (5-Cyclopropyl-2-methyl-2H-pyrazol-3-yl)-carbamic acid phenyl ester. [M+H] 246.21

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288537B2
Source datasetuspto-grants-2007_10
ORD IDord-cd0b172a7553475d8ca81e0819bf3c34
Source noteuspto-grants-2007_10