Ethyl 4-piperidinecarboxylate → HCID 60658779, compound

HRID 1028107Notes

Reaction equation

HRID 1028107 reaction equation
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[NH:7]1[CH2:12][CH2:11][CH:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:9][CH2:8]1>ClCCl>[S:3]1[CH:4]=[CH:5][N:6]=[C:2]1[N:7]1[CH2:12][CH2:11][CH:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:9][CH2:8]1

Participants

4

Reactant 2

HCID 70770Ethyl 4-piperidinecarboxylateHCID 764302-Bromothiazole

Product 1

HCID 60658779HCID 60658779, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2-bromo-1,3-thiazole (522 mg, 3.18 mmol) and ethyl piperidine-4-carboxylate (1 g, 6.36 mmol) was heated to 100° C. neat overnight, then cooled to room temperature. The residue was dissolved in dichloromethane and directly purified by CombiFlash (0-40% ethyl acetate/hexanes) to provide 654 mg (2.7 2 mmol, 86% yield) of ethyl 1-(1,3-thiazol-2-yl)piperidine-4-carboxylate as a colorless oil.

Workup

  1. temperaturecooled to room temperature
  2. customdirectly purified by CombiFlash (0-40% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-2b8376797d6646048f64e645b450f059
Source dataset
uspto-grants-2014_05
Patent number
US08735417B2

Reaction notes

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