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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616336Generated: November 1, 2026

Sodium hydride → HCID 86717603, compound

https://huagongshe.com/reaction/1616336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidineHCID 4184869—
Reactant5-Methyl-1H-indazoleHCID 12639189—
SolventDimethylformamideHCID 6228—
ProductHCID 86717603HCID 86717603—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 5-methylindazole (901 mg) in DMF (10 mL) was added sodium hydride (327 mg) at 0° C., and the mixture was stirred with heating at 40° C. for 30 minutes. To the reaction solution was added tert-butyl 4-(methylsulfonyloxy)piperidine-1-carboxylate (2.28 g), and the mixture was stirred with heating at 90° C. for 19 hours. Then, the mixture was partitioned between ethyl acetate and water, and the organic layer was washed with brine and dried over Na2SO4. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=2:5 as the eluting solvent) to give Compound Q1 (1.04 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765786B2
Source datasetuspto-grants-2014_07
ORD IDord-96d3bd91be874713b3f5f9545dc0551d
Source noteuspto-grants-2014_07