Methyl vinyl ketone → HCID 70108429, compound
Reaction equation
[C:1]([C:3]1[C:4]([N:21]2[CH2:29][C@@H:28]3[C@@H:23]([CH2:24][CH2:25][CH2:26][NH:27]3)[CH2:22]2)=[C:5]([F:20])[CH:6]=[C:7]2[C:12]=1[N:11]([CH:13]1[CH2:15][CH2:14]1)[CH:10]=[C:9]([C:16]([OH:18])=[O:17])[C:8]2=[O:19])#[N:2].[CH:30]([C:32]([CH3:34])=[O:33])=[CH2:31]>>[C:1]([C:3]1[C:4]([N:21]2[CH2:29][C@@H:28]3[C@@H:23]([CH2:24][CH2:25][CH2:26][N:27]3[CH2:31][CH2:30][C:32](=[O:33])[CH3:34])[CH2:22]2)=[C:5]([F:20])[CH:6]=[C:7]2[C:12]=1[N:11]([CH:13]1[CH2:14][CH2:15]1)[CH:10]=[C:9]([C:16]([OH:18])=[O:17])[C:8]2=[O:19])#[N:2]Participants
3
Procedure
300 mg (0.76 mmol) of 8-cyano-1-cyclopropyl-7-((1S,6S)-2,8-diazabicyclo[4.3.0]-nonan-8-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and 0.63 ml (7.6 mmol) of methly vinyl ketone are heated under reflux in 5 ml of methylglycol for 2 hours. The reaction solution is concentrated in vacuo and the residue is stirred with water and filtered off with suction.
Workup
- concentrationThe reaction solution is concentrated in vacuo
- filtrationfiltered off with suction
Sources & evidence
- ORD record
- ord-d801728f4d534030acbb683c50229e46
- Source dataset
- uspto-grants-2001_08
- Patent number
- US06278013B1
Reaction notes
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