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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1979478Generated: October 30, 2026

Sodium Bicarbonate → HCID 21201956, compound

https://huagongshe.com/reaction/1979478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant3-Bromocyclohept-1-eneHCID 12453881—
Reactant3-Tert-butoxycarbonylamino-1,3,4,5-tetrahydrobenzo[b][1,4]diazepin-2-oneHCID 15490831—
SolventDimethylformamideHCID 6228—
ProductHCID 21201956HCID 2120195656.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

Sodium bicarbonate (1.6 g) and 3-bromocycloheptene (3.33 g) were added to a solution of 2-oxo-3-tert-butoxycarbonylamino-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (2.77 g) in N,N-dimethylformamide (20 ml), the mixture was stirred at 50° C. for one hour. 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 the residue was purified by silica gel column chromatography(ethyl acetate:n-hexane=1:2), diisopropyl ether was added to the residue for crystallization, and collected by filtration, to thereby obtain 2.1 g 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-3943b9e952f14b899cd1cad78c1dfa5b
Source noteuspto-grants-2001_05