Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580597Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 70419253, compound

https://huagongshe.com/reaction/580597

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantFluoroquinolonic acidHCID 483180—
Reactant(3S,4S)-3-(Boc-amino)-4-methylpyrrolidineHCID 11138119—
SolventAcetonitrileHCID 6342—
ProductHCID 70419253HCID 704192538.9%

Reaction Steps

A mixture of 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (0.7 g), cis-3-t-butoxycarbonylamino-4-methylpyrrolidine (0.62 g), DBU (0.43 g) and anhydrous acetonitrile (30 ml) was refluxed for 52 hours. After cooling, the resulting precipitate was collected by filtration, washed with chilled acetonitrile and this was added to concentrated hydrochloric acid-methanol (1:1, 5 ml) and stirred for 40 minutes at elevated temperature. The reacting mixture was collected by filtration, washed with chilled water sufficiently and recrystallized from chloroform-methanol-concentrated aqueous ammonia (10:10:3) to give the title compound (0.076 g) as pale yellow prisms, mp 268°-270° C. (decompd.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04753953
Source datasetuspto-grants-1988_06
ORD IDord-3111a90069ed46b59db7c37d3e6d21bd
Source noteuspto-grants-1988_06