Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 66786661 | HCID 66786661 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66786496 | HCID 66786496 | — |
Reaction Steps
1-(Phenylsulfonyl)-3,4,5,6-tetrahydro-1H-azepino[3,4,5-cd]indole hydrochloride, Example 12 (70 mg, 0.2 mmol) was dissolved in THF (4 mL) before sodium triacetoxyborohydride (142 mg, 0.7 mmol) and acetic acid (134 mg, 2.2 mmol) was added. acetaldehyde (14.7 mg, 0.3 mmol) was added and the reaction mixture was heated in MW at 70° C. for 600 s. The reaction mixture was evaporated and the crude product was purified by preparative HPLC (33-63), using Xterra column. The product was isolated and transformed to the hydrochloride. 12.9 mg of the pure product was isolated as a clear oil. MS m/z 341 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138333B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-5624536f1c7348c6a18b240c66512294 |
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| Source note | uspto-grants-2012_03 |
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