1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 14774674, compound

HRID 1088232Notes

Reaction equation

HRID 1088232 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:3][CH2:2]1.Cl.Cl.[CH:23]12[NH:31][CH2:30][CH:27]([NH:28][CH2:29]1)[CH2:26][CH2:25][CH2:24]2.N12CCCN=C1CCCCC2>C(#N)C>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11]([N:28]4[CH2:29][CH:23]5[NH:31][CH2:30][CH:27]4[CH2:26][CH2:25][CH2:24]5)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 5354141-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 703770826,8-Diazabicyclo[3.2.2]nonane 2hcl

Product 1

HCID 14774674HCID 14774674, compoundYield 41.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 0.71 g (2.5 mmol) of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 0.54 g (2.7 mmol) of 6,8-diazabicyclo[3.2.2]nonane, dihydrochloride, 1.13 ml (7.5 mmol) of 1,8-diazabicyclo[5.4.0]undec-7-ene and 15 ml of acetonitrile was heated under reflux for 1.5 hr. The reaction mixture was stirred overnight at room temperature and filtered to obtain 0.40 g of the title compound, mp 268°-271° dec.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hr
  3. filtrationfiltered

Sources & evidence

ORD record
ord-280b0aec6190428191d064fd0d2d3e8c
Source dataset
uspto-grants-1990_10
Patent number
US04962108

Reaction notes

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