HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423195Generated: November 3, 2026
Sodium cyanoborohydride → 1-Isopropyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole
https://huagongshe.com/reaction/2423195
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 1-Isopropyl-8-(phenylsulfonyl)-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indole | HCID 67242246 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-Isopropyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole | HCID 25054754 | 28.6% |
Reaction Steps
To 1-isopropyl-8-(phenylsulfonyl)-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indole (Intermediate 38, 120 mg, 0.330 mmol) dissolved in EtOH (5 mL), NaCNBH3 (41 mg, 0.65 mmol) was added and the reaction mixture was heated at 70° C. for 30 minutes. The reaction was quenched by addition of water and the solvent was removed under reduced pressure. The crude product was purified by preparative HPLC (XTerra C18, 50 mM NH4HCO3 pH 10-CH3CN) to give the title compound (35 mg). MS m/z 371 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07960374B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-7ccf21a9414f4132bd4404d08192f886 |
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| Source note | uspto-grants-2011_06 |
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