HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423186Generated: November 2, 2026
Sodium cyanoborohydride → 6-Methoxy-1-methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole
https://huagongshe.com/reaction/2423186
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 6-Methoxy-1-methyl-8-(phenylsulfonyl)-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indole | HCID 67241620 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 6-Methoxy-1-methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole | HCID 25054503 | 36.8% |
Reaction Steps
To 6-methoxy-1-methyl-8-(phenylsulfonyl)-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indole (Intermediate 34, 0.010 g, 0.027 mmol) dissolved in EtOH (2 mL), NaCNBH3 (3.5 mg, 0.054 mmol) was added and the reaction mixture was heated at 65° C. for 2 hours. The reaction mixture 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 (3.7 mg). MS m/z 373 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07960374B2 |
|---|
| Source dataset | uspto-grants-2011_06 |
|---|
| ORD ID | ord-9f456e90c6ee4a7586df0935c9cd5ed1 |
|---|
| Source note | uspto-grants-2011_06 |
|---|