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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403434Generated: October 31, 2026

Pyrazole → HCID 18538721, compound

https://huagongshe.com/reaction/2403434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl 4-(bromomethyl)piperidine-1-carboxylateHCID 15512811—
SolventDimethylformamideHCID 6228—
ProductHCID 18538721HCID 1853872155.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of pyrazole (68 mgs) in anhydrous dimethylformamide was added sodium hydride (44 mgs). The reaction mixture was stirred at 50° C. for 25 minutes. 4-Bromomethyl-piperidine-1-carboxylic acid tert-butyl ester (280 mgs) in anhydrous dimethylformamide was added. The reaction mixture was stirred at 70° C. under argon for 2.5 hours. The reaction mixture was quenched with water (1 ml) and the solvents were removed in vacuo. The crude residue was partitioned between dichloromethane and water, dried (MgSO4) and the solvents removed in vacuo to give a crude product. This was purified using flash chromatography to yield 4-Pyrazol-1-ylmethyl-piperidine-1-carboxylic acid tert-butyl ester (148 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802670B2
Source datasetuspto-grants-2014_08
ORD IDord-d03f03cfe435402f9420c61cd41ab6ad
Source noteuspto-grants-2014_08