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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520652Generated: October 28, 2026

Potassium trimethylsilanolate → 2-Methyl-N-[1-methyl-6-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide

https://huagongshe.com/reaction/520652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium trimethylsilanolateHCID 23668039—
Reactant2-Methyl-N-(1-methyl-6-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-indazol-4-yl)-1,3-thiazole-4-carboxamideHCID 66692383—
SolventTetrahydrofuranHCID 8028—
Product2-Methyl-N-[1-methyl-6-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamideHCID 53233327—

Reaction Conditions

Temperature50 °C

Reaction Steps

2-Methyl-N-(1-methyl-6-{1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-indazol-4-yl)-1,3-thiazole-4-carboxamide (44 mg) and potassium trimethyl silanolate (14 mg) were added to THF (2 ml). The reaction mixture was heated at 50° C. overnight. The reaction mixture was partitioned between water (20 ml) and DCM (20 ml). The solvent was removed. The residue was purified by FlashMaster silica cartridge (10 g) using a gradient of 0-100% ethylacetate in cyclohexane followed by 0-20% methanol in ethyl acetate over 30 min. The solvent was removed to give title compound, 31 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326987B2
Source datasetuspto-grants-2016_05
ORD IDord-453721cacc44488097686864906d661a
Source noteuspto-grants-2016_05