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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695735Generated: November 1, 2026

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

https://huagongshe.com/reaction/1695735

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 5825582096.6%

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 room temperature 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 numberUS08163743B2
Source datasetuspto-grants-2012_04
ORD IDord-cab2dbf892a047a2b0bd3b7f01e7983a
Source noteuspto-grants-2012_04