Ethanol → HCID 53887463, compound

HRID 428468Notes

Reaction equation

HRID 428468 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([NH2:27])[C:10]([F:26])=[C:11]([N:15]4[CH2:22][C:21](=[N:23][O:24][CH3:25])[C:17]5([CH2:20][NH:19][CH2:18]5)[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:28])[C:6]([C:29]([OH:31])=[O:30])=[CH:5]2)[CH2:3][CH2:2]1.[CH2:32](O)C.C([BH3-])#N.[Na+]>C(O)(=O)C>[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([NH2:27])[C:10]([F:26])=[C:11]([N:15]4[CH2:22][C:21](=[N:23][O:24][CH3:25])[C:17]5([CH2:18][N:19]([CH3:32])[CH2:20]5)[CH2:16]4)[C:12]=3[F:14])[C:7](=[O:28])[C:6]([C:29]([OH:31])=[O:30])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 702EthanolHCID 5003444Sodium cyanoborohydrideHCID 53758439HCID 53758439, compound

Product 1

HCID 53887463HCID 53887463, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1-Cyclopropyl-5-amino-6,8-difluoro-7-[8-(methoxyimino)-2,6-diazaspiro[3,4]oct-6-yl]-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid was added to 10 ml of ethanol, and thereto 0.2 ml of acetic acid was dropped and 44 mg of p-formaldehyde was added. It was stirred at room temperature for 30 minutes and thereto 91 mg of sodium cyanoborohydride was added. It was stirred at room temperature for 2 hours. The resulting precipitate was filtered to give 280 mg of the titled compound(yield 90.4%).

Workup

  1. stirringIt was stirred at room temperature for 2 hours
  2. filtrationThe resulting precipitate was filtered

Sources & evidence

ORD record
ord-bbd8466559be4d9b86dadd57855eff5f
Source dataset
uspto-grants-2001_11
Patent number
US06313299B1

Reaction notes

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