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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1979479Generated: October 30, 2026

Sodium Bicarbonate → HCID 53793513, compound

https://huagongshe.com/reaction/1979479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant3-BromocycloocteneHCID 549150—
Reactant3-Tert-butoxycarbonylamino-1,3,4,5-tetrahydrobenzo[b][1,4]diazepin-2-oneHCID 15490831—
SolventDimethylformamideHCID 6228—
ProductHCID 53793513HCID 5379351344.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

Sodium bicarbonate (606 mg) and 3-bromocyclooctene (1.36 g) were added to a solution of 2-oxo-3-tert-butoxycarbonylamino-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (1 g) in N,N-dimethylformamide (20 ml), the mixture was stirred overnight at 80° C. After the reaction mixture was allowed to cool, ice-water was added thereto, extracted with ethyl acetate, the organic layer was washed with saturated brine. The resultant mixture was dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and diisopropyl ether was added to the residue for crystallization, and collected by filtration, to thereby obtain 615 mg of the title compound as the mixture of diastereomer compounds.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06239131B1
Source datasetuspto-grants-2001_05
ORD IDord-b7eb6116ec344084b3f41a227c168e48
Source noteuspto-grants-2001_05