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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715410Generated: October 30, 2026

Cesium carbonate → methyl 6-(4-chloro-1H-pyrazol-1-yl)-5-methylnicotinate

https://huagongshe.com/reaction/715410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1H-Pyrazole, 4-chloro-HCID 27524—
ReactantMethyl 6-fluoro-5-methylpyridine-3-carboxylateHCID 53419770—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Productmethyl 6-(4-chloro-1H-pyrazol-1-yl)-5-methylnicotinateHCID 89874760100%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of methyl 6-fluoro-5-methylnicotinate (800 mg, 4.73 mmol, Step-1 of Amine-36), 4-chloro-1H-pyrazole (509 mg, 4.97 mmol), and cesium carbonate (3.08 g, 9.46 mmol) in DMF (16 mL) stirred at 60° C. for 1 hour. After cooling to rt, the mixture is diluted with EtOAc (150 mL) and washed with water (100 mL×3). The organic phase is filtered through silica gel, and the filtrate is concentrated to give 1.19 g (>99% yield) of the title compound as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187475B2
Source datasetuspto-grants-2015_11
ORD IDord-1fcebdf2c4944617856f6c8e6eaab143
Source noteuspto-grants-2015_11