Methanesulfonic Acid → HCID 86754101, compound

HRID 1415944Notes

Reaction equation

HRID 1415944 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:33])=[C:17]([N:20]4[CH2:24][CH2:23][C@H:22]([NH:25][C:26](=[O:32])[C@H:27]([CH:29]([CH3:31])[CH3:30])[NH2:28])[CH2:21]4)[N:18]=3)[C:13](=[O:34])[C:12]([C:35]([OH:37])=[O:36])=[CH:11]2)[C:5]([F:9])=[CH:6][C:7]=1[F:8].[CH3:38][S:39]([OH:42])(=[O:41])=[O:40]>C(O)C>[CH3:38][S:39]([OH:42])(=[O:41])=[O:40].[NH2:1][C:2]1[CH:3]=[C:4]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:33])=[C:17]([N:20]4[CH2:24][CH2:23][C@H:22]([NH:25][C:26](=[O:32])[C@H:27]([CH:29]([CH3:31])[CH3:30])[NH2:28])[CH2:21]4)[N:18]=3)[C:13](=[O:34])[C:12]([C:35]([OH:37])=[O:36])=[CH:11]2)[C:5]([F:9])=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 69959176HCID 69959176, compound

Product 1

HCID 86754101HCID 86754101, compoundYield 137.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 4 ml of ethanol were added 215 mg of 1-(3-amino-4,6-difluorophenyl)-6-fluoro-7-[(3S)-3-(L-valylamino)pyrrolidin-1-yl]-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid and 24 mg of methanesulfonic acid. The mixture was stirred and heated at reflux for 30 minutes. The solution was allowed to cool down and the precipitate was collected by filtration, washed with ethanol and then diisopropyl ether, and-air dried to give 211 mg of the title compound.

Workup

  1. temperatureheated
  2. temperatureat reflux for 30 minutes
  3. temperatureto cool down
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with ethanol
  6. dry with materialdiisopropyl ether, and-air dried

Sources & evidence

ORD record
ord-6703e4235b344153a584c2f30b1107d6
Source dataset
uspto-grants-1999_06
Patent number
US05910498

Reaction notes

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