Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Propanethiol | HCID 6364 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 8-Benzyl-3-chloro-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepine | HCID 86648981 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66993310 | HCID 66993310 | 32% |
Reaction Steps
A suspension of 8-benzyl-3-chloro-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepine (300 mg), isopropylthiol (0.121 mL) and potassium carbonate (451 mg) in DMF (5 mL) was stirred with heating at 100° C. for 16 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by basic silica gel column chromatography (solvent gradient: 3→40% ethyl acetate/hexane), and further by preparative HPLC to give the title compound (111 mg, 32%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318722B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-d1ed5c52e17246d195555a2a750019ef |
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| Source note | uspto-grants-2012_11 |
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