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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712239Generated: October 28, 2026

Triethylamine → Ethyl 1-(4-bromothiazol-2-yl)-4-ethyl-piperidine-4-carboxylate

https://huagongshe.com/reaction/712239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,4-Dibromo-1,3-thiazoleHCID 2763297—
ReactantEthyl 4-ethyl-4-piperidinecarboxylate hydrochlorideHCID 53393421—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductEthyl 1-(4-bromothiazol-2-yl)-4-ethyl-piperidine-4-carboxylateHCID 6697705789%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of ethyl 4-ethylpiperidine-4-carboxylate hydrochloride (140 mg, 0.62 mmol) and 2,4-dibromothiazole (100 mg, 0.41 mmol) in DMF (0.3 mL) was added triethylamine (0.26 mL, 1.9 mmol) at rt and the mixture heated to 100° C. and stirred for 2 h. The mixture was cooled to rt then diluted with EtOAc (2 mL) and MeOH (2 mL) then evaporated to dryness under reduced pressure. The crude residue was purified over silica-gel using EtOAc: cyclohexane (10% to 60%) to obtain the desired product as viscous oil that solidified upon standing (127 mg, 89% yield). MS: 347.03, 349.01 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181234B2
Source datasetuspto-grants-2015_11
ORD IDord-533843aa9381471fad4da40dc8f2b923
Source noteuspto-grants-2015_11