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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389747Generated: October 31, 2026

Water → tert-Butyl{2-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]ethyl}carbamate

https://huagongshe.com/reaction/2389747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-BOC-ethylenediamineHCID 187201—
Reactant5-Thiazolecarbonitrile, 4-amino-2-(methylsulfonyl)-HCID 19835077—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl{2-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]ethyl}carbamateHCID 57911749—

Reaction Conditions

Temperature120 °C

Reaction Steps

2.2 g (7.22 mmol) of 4-amino-2-(methylsulphonyl)-1,3-thiazole-5-carbonitrile (Example 18A) are dissolved in 24 ml of DMSO, and 1.74 g (10.84 mmol) of N-Boc-ethylenediamine and 933 mg (7.22 mmol) of DIPEA are added. The mixture is stirred at 120° C. for 16 h and, after the reaction is complete, water and ethyl acetate are added. The aqueous phase is extracted three times with ethyl acetate. The combined organic phases are dried over magnesium sulphate and purified by silica gel chromatography. 633 mg (31% of theory) of the product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273752B2
Source datasetuspto-grants-2012_09
ORD IDord-08d9cbe1dce84dc6a9c2bf913844b8ad
Source noteuspto-grants-2012_09