Formaldehyde → 1-Ethyl-6-fluoro-1,4-dihydro-7-[4-methyl-3-[(1-methylethoxy)methyl]-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid

HRID 2165655Notes

Reaction equation

HRID 2165655 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:24])=[C:10]([N:13]3[CH2:18][CH2:17][NH:16][CH:15]([CH2:19][O:20][CH:21]([CH3:23])[CH3:22])[CH2:14]3)[CH:11]=2)[C:6](=[O:25])[C:5]([C:26]([OH:28])=[O:27])=[CH:4]1)[CH3:2].[CH2:29]=O>C(O)=O>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:24])=[C:10]([N:13]3[CH2:18][CH2:17][N:16]([CH3:29])[CH:15]([CH2:19][O:20][CH:21]([CH3:23])[CH3:22])[CH2:14]3)[CH:11]=2)[C:6](=[O:25])[C:5]([C:26]([OH:28])=[O:27])=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 14839388HCID 14839388, compound

Product 1

HCID 148393891-Ethyl-6-fluoro-1,4-dihydro-7-[4-methyl-3-[(1-methylethoxy)methyl]-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A 150 mg portion of 1-ethyl-6-fluoro-1,4-dihydro-7-[3-[(1-methylethoxy)methyl]-1-piperazinyl]-4-oxo-3-quinolinecarboxylic acid was dissolved in 0.6 ml of 37% formaldehyde and 0.75 ml of 90% formic acid, heated on a steam bath for one hour and then evaporated. A 5 ml portion of water was added, the solution neutralized with 5N sodium hydroxide and the solid collected, giving 76 mg of the desired product, mp 184°-186° C.

Workup

  1. customevaporated
  2. additionA 5 ml portion of water was added
  3. customthe solid collected

Sources & evidence

ORD record
ord-85f83f22ab694c6d90b3bb39f8f356ce
Source dataset
uspto-grants-1990_07
Patent number
US04940710

Reaction notes

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