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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520569Generated: October 26, 2026

Sodium Bicarbonate → 2-Methyl-N-[1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide

https://huagongshe.com/reaction/520569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2-Methyl-1,3-thiazole-4-carbonyl chlorideHCID 21183959—
Reactant1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amineHCID 58255743—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
Product2-Methyl-N-[1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamideHCID 58255820—

Reaction Steps

2-Methyl-1,3-thiazole-4-carbonyl chloride (350 mg) in DCM (4 ml) was added dropwise to 1-(phenylsulfonyl)-6-(trimethylstannanyl)-1H-indazol-4-amine (300 mg) in DCM (15 ml) and pyridine (0.167 ml). The reaction was stirred at RT overnight. Saturated sodium bicarbonate (aq) (25 ml) was added and the reaction vigorously stirred for 15 min. The DCM was passed through a hydrophobic frit then evaporated to dryness. The residue was dissolved in DCM and purified on a silica cartridge, preconditioned with cyclohexane, washing with cyclohexane followed by elution with ether. The ether was evaporated to give title compound, 373 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326987B2
Source datasetuspto-grants-2016_05
ORD IDord-46c55250c3ee44f9a0ed86f72df0f59d
Source noteuspto-grants-2016_05