Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3aR*,10aS*)-9-benzyl-4-((3-hydroxyphthalimido)acetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]diazepin-10(1H)-one | HCID 70112105 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70111903 | HCID 70111903 | 96.7% |
Reaction Steps
To a suspension of (3aR*,10aS*)-9-benzyl-4-((3-hydroxyphthalimido)acetyl)-2,3,3a,4,9,10a-hexahydrobenzo[b]cyclopenta[e][1,4]diazepin-10(1H)-one (343 mg, 0.69 mmol) in N,N-dimethylformamide (3 mL) were added potassium carbonate (115 mg, 0.83 mmol) and methyl iodide (0.10 mL, 1.6 mmol). The mixture was stirred for 4.5 hours at room temperature, to which was added water. The resulting solid was separated by filtration, and the filtrate was subjected to extraction with chloroform. In this organic layer was dissolved the solid previously separated by filtration. The solution was dried over magnesium sulfate, which was subjected to filtration. The filtrate was concentrated under reduced pressure. The concentrate was recrystallized from chloroform-diethylether to give 340 mg (yield 96%) of the titled compound, m.p. 247°-248° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05834463 |
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| Source dataset | uspto-grants-1998_11 |
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| ORD ID | ord-7ffb326f14214447a14bda5bd791fadc |
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| Source note | uspto-grants-1998_11 |
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