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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170743Generated: October 30, 2026

Sodium hydride → HCID 86717603, compound

https://huagongshe.com/reaction/2170743

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 numberUS09051295B2
Source datasetuspto-grants-2015_06
ORD IDord-53e1640632fc4caea40214773552ebbd
Source noteuspto-grants-2015_06