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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 598886Generated: October 25, 2026

Cesium carbonate → (S)-tert-Butyl 4-(4-bromo-1H-pyrazol-1-yl)-1-(4-chlorophenyl)butan-2-ylcarbamate

https://huagongshe.com/reaction/598886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-BromopyrazoleHCID 16375—
Reactant(S)-3-(tert-butoxycarbonylamino)-4-(4-chlorophenyl)butyl methanesulfonateHCID 57950570—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product(S)-tert-Butyl 4-(4-bromo-1H-pyrazol-1-yl)-1-(4-chlorophenyl)butan-2-ylcarbamateHCID 5795065193.3%

Reaction Steps

To a mixture of 4-bromopyrazole (1.26 g, 8.57 mmol) and cesium carbonate (4.66 g, 14.3 mmol) in DMF (20 mL) was added (3S)-3-((tert-butoxycarbonyl)amino)-4-(4-chlorophenyl)butyl methanesulfonate (2.70 g, 7.15 mmol). The mixture was stirred for 16 hours at room temperature. The mixture was diluted with DCM and washed with H2O (2×). The combined organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography (EtOAc/Hexanes, 0-25%) to give the product as an off-white solid (2.86 g, 93%). LCMS (API-ES) m/z: 428, 430 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897619B2
Source datasetuspto-grants-2011_03
ORD IDord-e76123ddf8244b0cbab98712674a6100
Source noteuspto-grants-2011_03