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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 881555Generated: November 2, 2026

Sodium hydride → 4-(Thiazol-2-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/881555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantTert-butyl 4-(methylsulfonyl)piperidine-1-carboxylateHCID 22504298—
ReactantHCID 178527881HCID 178527881—
SolventDimethylformamideHCID 6228—
Product4-(Thiazol-2-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 1853890730.5%

Reaction Steps

To sodium hydride (60% wt. suspension in mineral oil, 108 mg) in dry DMF (5 ml) was added 1,3-thiazole-2-thiol (315 mg) at 0° C. After 30 minutes, 4-methanesulfonyl-piperidine-carboxylic acid tert-butyl ester (500 mg) was added as a solution in DMF (2 ml) and the reaction mixture was warmed up to room temperature overnight, then heated at 50° C. for 3 hours. Aqueous work-up and purification on silica yielded 4-(thiazol-2-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester (174 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993563B2
Source datasetuspto-grants-2015_03
ORD IDord-471c885b0f6f4b7982f14c972acf92d3
Source noteuspto-grants-2015_03