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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486091Generated: October 30, 2026

Hydrochloric Acid → (3S,4S)-3-amino-4-methyl-2-oxo-5-(tetrahydro-2H-pyran-4-carbonyl)-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbonitrile hydrochloride

https://huagongshe.com/reaction/1486091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl(2S,3S)-8-cyano-2-methyl-4-oxo-1-(tetrahydro-2H-pyran-4-carbonyl)-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamateHCID 118292648—
Solvent1,4-DioxaneHCID 31275—
Product(3S,4S)-3-amino-4-methyl-2-oxo-5-(tetrahydro-2H-pyran-4-carbonyl)-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbonitrile hydrochlorideHCID 9008256989%

Reaction Steps

A rt solution of tert-butyl(2S,3S)-8-cyano-2-methyl-4-oxo-1-(tetrahydro-2H-pyran-4-carbonyl)-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamate (289 mg, 674 μmol) in 4 M HCl in dioxane (3.37 ml) was stirred for 1 h. The reaction was diluted with Et20 and the solids were collected by vacuum filtration to provide (3S,4S)-3-amino-4-methyl-2-oxo-5-(tetrahydro-2H-pyran-4-carbonyl)-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbonitrile hydrochloride (218 mg, 89%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422331B2
Source datasetuspto-grants-2016_08
ORD IDord-7c83f2e8fe7d41a9acf660aac8afcfc6
Source noteuspto-grants-2016_08