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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731408Generated: October 27, 2026

Urea → N-(1-Acetylpiperidin-4-yl)-N-cyclopentyl-N'-1,3-thiazol-2-ylurea

https://huagongshe.com/reaction/731408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant2-AminothiazoleHCID 2155—
ReactantCyclopentylamineHCID 2906—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1-Acetylpiperidin-2-oneHCID 11815905—
ReactantCarbonylimidazoleHCID 13571086—
ReactantN,N-Dicyclopentyl-N'-1,3-thiazol-2-ylureaHCID 57688319—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductN-(1-Acetylpiperidin-4-yl)-N-cyclopentyl-N'-1,3-thiazol-2-ylureaHCID 57688263—

Reaction Steps

Prepared according to general procedure (I). To a mixture of N-acetyl-piperidone (1.4 g) and cyclopentylamine (0.9 g) and molecular sieves (5 g) in THF (8 mL) and methanol (8 mL) was added sodium cyanoborohydride (2.1 g) and the reaction was stirred overnight at room temperature. Insoluble material was removed by filtration and after removal of solvent in vacuo the crude secondary amine (0.57 g) was isolated. The urea coupling was performed in an similar manner to the synthesis of 1,1-dicyclopentyl-3-thiazol-2-yl-urea using carbonyl imidazole and 2-aminothiazole as starting material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582769B2
Source datasetuspto-grants-2009_09
ORD IDord-1643087c39924873b3b954fe40406b26
Source noteuspto-grants-2009_09