Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Diboron | HCID 6328200 | — |
| Reactant | HCID 14155426 | HCID 14155426 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14155431 | HCID 14155431 | — |
Reaction Steps
To a solution of 1.4 g of 1,3,4,16b-tetrahydro-2-methyl-2H,10H-indolo[2,1-c]pyrazino[1,2-a][1,4]benzodiazepine-16-carboxaldehyde in 35 ml tetrahydrofuran is added 17 ml of 1M diborane in tetrahydrofuran. The reaction mixture is heated at reflux temperature for 5 hours. The reaction is then treated with 10 ml methanol and 3.5 ml acetic acid and heating is continued for an additional 1 hour. The solvent is evaporated under reduced pressure and the residue is dissolved in methylene chloride and washed with 5% sodium hydroxide solution. The methylene chloride layer is separated and the solvent evaporated under reduced pressure to yield 1,3,4,16b-tetrahydro-2,16-dimethyl-2H,10H-indolo[2,1-c]pyrazino[1,2-a][1,4]benzodiazepine which is converted to the hydrochloride salt, mp 293°-298° dec.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04737496 |
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| Source dataset | uspto-grants-1988_04 |
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| ORD ID | ord-290f8ae2582e4a9aaecb587a1ccbf744 |
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| Source note | uspto-grants-1988_04 |
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