Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244691Generated: October 31, 2026

Sodium Bicarbonate → 4-Chloro-1-ethyl-N-[1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-yl]-1H-pyrazole-5-carboxamide

https://huagongshe.com/reaction/244691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant4-chloro-1-ethyl-1H-pyrazole-5-carbonyl chlorideHCID 25220813—
Reactant1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amineHCID 58255743—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
Product4-Chloro-1-ethyl-N-[1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-yl]-1H-pyrazole-5-carboxamideHCID 58356429—

Reaction Steps

4-Chloro-1-ethyl-1H-pyrazole-5-carbonyl chloride (122 mg) in DCM (5 ml) was added over 5 min to 1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amine (250 mg) in DCM (10 ml) and pyridine (0.05 ml). The reaction was stirred at room temperature for 1.5 h. Saturated sodium bicarbonate (aq) (20 ml) was added and the reaction stirred vigorously before the DCM was passed through a hydrophobic frit and evaporated to dryness. The residue was passed through a silica cartridge, preconditioned with cyclohexane. The silica cartridge was washed with cyclohexane:diethyl ether (1:1, v/v), then diethyl ether. The product containing ether fraction was evaporated to dryness to give title compound, 303 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658635B2
Source datasetuspto-grants-2014_02
ORD IDord-fb6a58974129415e97f9f22e8e12aa62
Source noteuspto-grants-2014_02