Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 58706673 | HCID 58706673 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 58706591 | HCID 58706591 | 48.3% |
Reaction Steps
To a solution of (S)-2-amino-2-{5-[6-(4-methylpyridin-2-ylamino)pyridin-2-yl]thiazol-2-yl}ethanol (220 mg, 0.67 mmol) obtained in Example 13, triethylamine (0.93 ml, 0.67 mmol) in chloroform (5 ml), triphosgene (70 mg, 0.24 mmol) was added while cooled to −78° C., and the mixture was stirred at the same temperature for 3 hours. The reaction solution was warmed to room temperature and water was added and it was extracted with ethyl acetate. After washed with a saturated saline solution, the organic layer was dried over magnesium sulfate. After concentrated, the residue was washed with ethanol and the title compound (41 mg, 17%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07803801B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-c541a63431924bab946d8c5b14006f54 |
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| Source note | uspto-grants-2010_09 |
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