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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486040Generated: October 30, 2026

Hydrochloric Acid → (3S,4S)-3-amino-4-methyl-5-(tetrahydro-2H-pyran-4-carbonyl)-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-one hydrochloride

https://huagongshe.com/reaction/1486040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl(2S,3S)-2-methyl-4-oxo-1-(tetrahydro-2H-pyran-4-carbonyl)-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamateHCID 118292727—
Solvent1,4-DioxaneHCID 31275—
Product(3S,4S)-3-amino-4-methyl-5-(tetrahydro-2H-pyran-4-carbonyl)-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-one hydrochlorideHCID 90082357—

Reaction Steps

A room temperature solution of tert-butyl(2S,3S)-2-methyl-4-oxo-1-(tetrahydro-2H-pyran-4-carbonyl)-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylcarbamate (205 mg, 0.51 mmol) in a 4 M solution of hydrochloric acid in dioxane (2.5 mL) was stirred for 1.5 h. After this time, the reaction mixture was concentrated in vacuo to afford (3S,4S)-3-amino-4-methyl-5-(tetrahydro-2H-pyran-4-carbonyl)-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-one hydrochloride (theo. yield 173 mg) which was used without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422331B2
Source datasetuspto-grants-2016_08
ORD IDord-f8056afebc7d41c9b5809fed9c0d8a4e
Source noteuspto-grants-2016_08