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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1516485Generated: November 3, 2026

Triethylamine → 4-(4-Methanesulfonyloxymethyl-thiazol-2-yl)-4-methyl-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1516485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant4-(4-Hydroxymethyl-thiazol-2-yl)-4-methyl-piperidine-1-carboxylic acid tert-butyl esterHCID 57986874—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product4-(4-Methanesulfonyloxymethyl-thiazol-2-yl)-4-methyl-piperidine-1-carboxylic acid tert-butyl esterHCID 57986855—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 4-(4-hydroxymethyl-thiazol-2-yl)-4-methyl-piperidine-1-carboxylic acid tert-butyl ester (0.42 g, 1.3 mmol) in methylene chloride (10 mL) was added methanesulfonyl chloride (0.19 g, 1.7 mmol) and triethylamine (0.2 g, 2 mmol) at 0° C. After stirring at 0° C. for 1 hour, the mixture was diluted with EtOAc and washed with H2O and brine. After drying (Na2SO4), the solvent was removed in vacuo, and the residue was purified by silica column chromatography with EtOAc/hexanes to afford the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08227495B2
Source datasetuspto-grants-2012_07
ORD IDord-2304a60ab5a04a0b888faac7ab8e083d
Source noteuspto-grants-2012_07