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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444846Generated: October 30, 2026

Diisopropylethylamine → Tert-butyl 3-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]piperidine-1-carboxylate

https://huagongshe.com/reaction/444846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-BOC-3-AminopiperidineHCID 545809—
Reactant5-Thiazolecarbonitrile, 4-amino-2-(methylsulfonyl)-HCID 19835077—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 3-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]piperidine-1-carboxylateHCID 57911784—

Reaction Conditions

Temperature120 °C

Reaction Steps

643 mg (3.17 mmol) of 4-amino-2-(methylsulfonyl)-1,3-thiazole-5-carbonitrile (Example 6A) were dissolved in 16 ml of DMSO, and 500 mg (2.11 mmol) of tert-butyl 3-aminopiperidine-1-carboxylate and 3.49 ml (21.12 mmol) of N,N-diisopropylethylamine were added. The mixture was heated in a microwave at 120° C. for 45 min. The reaction mixture was taken up in a mixture of ethyl acetate and water. The organic phase was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated on a rotary evaporator. The crude product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476267B2
Source datasetuspto-grants-2013_07
ORD IDord-67a821d5a0494b62bc9bbd9a9f4268d6
Source noteuspto-grants-2013_07