6,7-Difluoro-1-(cis-2-fluorocyclopropyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid → 6-Fluoro-1-((1R,2S)-2-fluorocyclopropyl)-7-((1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0]nonan-8-yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

HRID 2302234Notes

Reaction equation

HRID 2302234 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1F)[N:8]([C@@H:13]1[CH2:15][C@@H:14]1[F:16])[CH:7]=[C:6]([C:17]([OH:19])=[O:18])[C:5]2=[O:20].[C@H:21]12[CH2:29][NH:28][CH2:27][C@@H:26]1[NH:25][CH2:24][CH2:23][O:22]2>>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[N:28]1[CH2:29][C@H:21]3[C@@H:26]([NH:25][CH2:24][CH2:23][O:22]3)[CH2:27]1)[N:8]([C@@H:13]1[CH2:15][C@@H:14]1[F:16])[CH:7]=[C:6]([C:17]([OH:19])=[O:18])[C:5]2=[O:20]

Participants

3

Reactant 2

HCID 138524206,7-Difluoro-1-(cis-2-fluorocyclopropyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 15069982(4aS,7aS)-octahydropyrrolo[3,4-b][1,4]oxazine

Product 1

HCID 569970706-Fluoro-1-((1R,2S)-2-fluorocyclopropyl)-7-((1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0]nonan-8-yl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

Procedure

The title compound is prepared analogously to the procedure of Example 8 by reaction of 6,7-difluoro-1-((1R,2S)-2-fluorocyclopropyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid with (1S,6S)-2-oxa-5,8-diazabicyclo[4.3.0] nonane

Sources & evidence

ORD record
ord-9b40913530174d7d858276079f694498
Source dataset
uspto-grants-2002_08
Patent number
US06432948B1

Reaction notes

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