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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-BOC-ethylenediamine | HCID 187201 | — |
| Reactant | 5-Thiazolecarbonitrile, 4-amino-2-(methylsulfonyl)- | HCID 19835077 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-Butyl{2-[(4-amino-5-cyano-1,3-thiazol-2-yl)amino]ethyl}carbamate | HCID 57911749 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273752B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-08d9cbe1dce84dc6a9c2bf913844b8ad |
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| Source note | uspto-grants-2012_09 |
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