Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | HCID 12051857 | HCID 12051857 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59454078 | HCID 59454078 | 93.4% |
Reaction Steps
A mixture of tert-butyl [(1S,2R)-2-carbamoylcyclopentyl]carbamate (500 mg) and DMF (5.0 ml) was ice-cooled, and 2,4,6-trichloro-1,3,5-triazine (404 mg) was added thereto, followed by stirring under ice-cooling for 1 hour, and further at room temperature for 2 hours. To the reaction mixture were added ethyl acetate and a saturated sodium bicarbonate solution, and then liquid-separation was carried out. The aqueous layer was extracted with ethyl acetate, and the combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2) to obtain tert-butyl [(1S,2R)-2-cyanocyclopentyl]carbamate (430 mg) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08030489B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-37989ca1e3ee4fedaea81f5154323f89 |
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| Source note | uspto-grants-2011_10 |
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