Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 67331189 | HCID 67331189 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 86656350 | HCID 86656350 | — |
Reaction Steps
To tert-butyl (3R)-3-[{[4-(2-aminoethyl)-2,2,7-trimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl]carbonyl}(isopropyl)amino]piperidine-1-carboxylate (200 mg) were added triphosgene (47 mg), triethylamine (0.12 ml) and chloroform (5 ml) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. After the reaction was complete, the reaction solution was concentrated, and thereto were added methylamine (0.17 ml) and chloroform (5 ml) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. After the reaction was complete, water was added to the reaction solution, and the mixture was extracted with ethyl acetate solution. The obtained ethyl acetate solution was washed with water and an aqueous sodium chloride solution, dried over magnesium sulfate, filtered and concentrated. The obtained residue was purified by silica gel column chromatography (chloroform /methanol=9/1) to give the title compound (70 mg) as colorless amorphous.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08389511B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-4f5efb4fe1504818bfca295e82fc86e7 |
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| Source note | uspto-grants-2013_03 |
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