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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501712Generated: October 26, 2026

Water → HCID 68294830, compound

https://huagongshe.com/reaction/1501712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyBOPHCID 2724699—
Reactant6-bromo-1-cyclopentyl-1H-indazole-4-carboxylic acidHCID 67468448—
Reactant3-(aminomethyl)-4-(((tert-butyldimethylsilyl)oxy)methyl)-6-methylpyridin-2(1H)-oneHCID 68294760—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 68294830HCID 6829483040.9%

Reaction Steps

To a solution of 6-bromo-1-cyclopentyl-1H-indazole-4-carboxylic acid (2.3 g, 7.5 mmol) in DMSO (30 mL), PyBOP (5.82 g, 11.20 mmol) was added and reaction stirred at room temperature for 15 min. 3-(Aminomethyl)-4-(((tert-butyldimethylsilyl)oxy)methyl)-6-methylpyridin-2(1H)-one (2.52 g, 8.96 mmol) was then added and reaction mixture stirred overnight. On completion, water was added and the resulting precipitate filtered and washed with water. This solid was then stirred with acetonitrile for 10 min and filtered again to obtain 6-bromo-1-cyclopentyl-N-((4-(hydroxymethyl)-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-1H-indazole-4-carboxamide (1.4 g, 40.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206157B2
Source datasetuspto-grants-2015_12
ORD IDord-ce0f51ee63814fd294daf3665ab1f766
Source noteuspto-grants-2015_12