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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529455Generated: November 3, 2026

Triethylamine → Carbamic acid, N-[1-[6-chloro-2-(methylthio)-4-pyrimidinyl]-4-piperidinyl]-, 1,1-dimethylethyl ester

https://huagongshe.com/reaction/1529455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
Reactant4-(N-Boc-amino)piperidineHCID 723833—
SolventDichloromethaneHCID 6344—
ProductCarbamic acid, N-[1-[6-chloro-2-(methylthio)-4-pyrimidinyl]-4-piperidinyl]-, 1,1-dimethylethyl esterHCID 60137165103.3%

Reaction Steps

To a 100-mL round-bottomed flask was added 4,6-dichloro-2-(methylthio)pyrimidine (2.0 g, 10.25 mmol, Sigma-Aldrich) and 4-(n-boc-amino)-piperidine (2.053 g, 10.25 mmol, Sigma-Aldrich) in DCM (25 mL) followed by Et3N (2.139 mL, 15.38 mmol). The reaction was stirred at RT for 5 h, then diluted with DCM (100 mL). The mixture was washed with water, brine, dried MgSO4, filtered and concentrated to give crude tert-butyl 1-(6-chloro-2-(methylthio)pyrimidin-4-yl)piperidin-4-ylcarbamate (3.80 g, 100%) as a white solid. MS (ESI, pos. ion) m/z: 359.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090593B2
Source datasetuspto-grants-2015_07
ORD IDord-aff8d40c24f04975a24192914b82e463
Source noteuspto-grants-2015_07