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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460210Generated: October 27, 2026

Potassium Carbonate → 2-[3-(Benzyloxycarbonylamino-methyl)-piperidin-1-yl]-thiazole-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/460210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 2-bromo-1,3-thiazole-4-carboxylateHCID 353965—
ReactantPiperidin-3-ylmethyl-carbamic acid benzyl esterHCID 21104689—
SolventAcetonitrileHCID 6342—
Product2-[3-(Benzyloxycarbonylamino-methyl)-piperidin-1-yl]-thiazole-4-carboxylic acid ethyl esterHCID 69410942—

Reaction Steps

To a stirred solution of piperidin-3-ylmethyl-carbamic acid benzyl ester (43 mg, 0.17 mmol) in CH3CN (5 mL), at RT under N2, K2CO3 (26 mg, 0.19 mmol) and 2-bromo-thiazole-4-carboxylic acid ethyl ester (41 mg, 0.17 mmol) were added. The resulting mixture was heated at reflux for 29 h. The solvent was evaporated in vacuo. The residue was treated with a saturated solution of NH4Cl (aq) (10 mL) and extracted with EtOAc (10 mL). The organic layer was separated, dried over Na2SO4, filtered and the solvent evaporated in vacuo. The residue was purified by flash chromatography on silica gel (1:2, EtOAc:hexane) to yield the title compound as a colorless oil. MS m/z: 404.2 (M+H). Calc'd. for C20H25N3O4S-403.50.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196104B2
Source datasetuspto-grants-2007_03
ORD IDord-c53d3e810b5e4b51b0b8b3464572d4d4
Source noteuspto-grants-2007_03