Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylhydrazine | HCID 6061 | — |
| Reactant | HCID 86686319 | HCID 86686319 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86686320 | HCID 86686320 | 94.1% |
Reaction Steps
Methylhydrazine (3.94 mL) was added dropwise to a solution of (S)-t-butyl (1,3-dioxoisoindolin-2-yl)(tetrahydrofuran-3-yl)carbamate (12.3 g) in THF (125 mL) under ice-cooling over two minutes. The reaction mixture was stirred at 0° C. for 30 minutes, at room temperature for three days and then at 50° C. for four hours. The reaction mixture was ice-cooled, and the insoluble matter was then removed from the reaction mixture by filtration. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 10% to 14%) to give the title compound (7.04 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08563565B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-b8a1782560d543a5a9a540e6ed63668f |
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| Source note | uspto-grants-2013_10 |
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