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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501690Generated: November 2, 2026

Water → HCID 68295079, compound

https://huagongshe.com/reaction/1501690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl morpholine oxideHCID 82029—
ReactantHCID 68295090HCID 68295090—
CatalystOsmium TetroxideHCID 30318—
SolventDichloromethaneHCID 6344—
ProductHCID 68295079HCID 6829507961.3%

Reaction Steps

To a stirred solution of 1-cyclopentyl-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-6-vinyl-1H-indazole-4-carboxamide (0.9 g, 2.3 mmol) in DCM (10 mL), was added N-methylmorpholine-N-oxide (0.81 g, 6.92 mmol) at 0° C. OsO4 (0.147 g, 0.576 mmol, 2.5% solution in t-BuOH) was then added. The resulting solution was stirred at room temperature for 1 h. After completion of reaction, water was added and extraction carried out using 10% MeOH/DCM. The combined organic layers were washed with water, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford crude material which was purified by column chromatography to give title compound 1-cyclopentyl-6-(1,2-dihydroxyethyl)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-1H-indazole-4-carboxamide (0.6 g, 61.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206157B2
Source datasetuspto-grants-2015_12
ORD IDord-d47f0fe41a2c4e45a85f9c336a4de2f6
Source noteuspto-grants-2015_12