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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1111451Generated: October 29, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 10619467, compound

https://huagongshe.com/reaction/1111451

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acidHCID 7019465—
Reactant(3S,4S)-3-(Boc-amino)-4-methylpyrrolidineHCID 11138119—
SolventAcetonitrileHCID 6342—
ProductHCID 10619467HCID 1061946735.4%

Reaction Steps

A mixture of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid (200 mg), cis-3-t-butoxycarbonylamino-4-methylpyrrolidine (150 mg), DBU (110 mg) and anhydrous acetonitrile (3 ml) was refluxed for 5 hours. After cooling, the resulting precipitate was collected by filtration. This precipitate was added to the mixture of concentrated hydrochloric acid-methanol (1:1, 6 ml) and stirred for 1.5 hours at room temperature. The reaction mixture was neutralized by concentrated aqueous ammonia and allowed to stand in the refrigerator. The resulting crystals were collected by filtration and washed with cold water to give the title compound (90 mg) as colorless prisms, mp 185°-188 ° C. (decompd.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04980470
Source datasetuspto-grants-1990_12
ORD IDord-6211d941a0aa4b8dae924a5c3f478a48
Source noteuspto-grants-1990_12