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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant6-Methoxy-1-methyl-8-(phenylsulfonyl)-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indoleHCID 67241620—
SolventEthanolHCID 702—
Product6-Methoxy-1-methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indoleHCID 2505450336.8%

Reaction Conditions

Temperature65 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960374B2
Source datasetuspto-grants-2011_06
ORD IDord-9f456e90c6ee4a7586df0935c9cd5ed1
Source noteuspto-grants-2011_06