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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1-Isopropyl-8-(phenylsulfonyl)-3,8-dihydro-4H-[1,4]oxazepino[6,7-e]indoleHCID 67242246—
SolventEthanolHCID 702—
Product1-Isopropyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indoleHCID 2505475428.6%

Reaction Conditions

Temperature70 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960374B2
Source datasetuspto-grants-2011_06
ORD IDord-7ccf21a9414f4132bd4404d08192f886
Source noteuspto-grants-2011_06