Methylamine → HCID 23284789, compound

HRID 369318Notes

Reaction equation

HRID 369318 reaction equation
[NH2:1][C:2]1[C:3]([F:29])=[CH:4][C:5]([F:28])=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:23])=[C:15](F)[C:16]=3[O:18][CH:19]([CH3:21])[CH3:20])[C:11](=[O:24])[C:10]([C:25]([OH:27])=[O:26])=[CH:9]2)[CH:7]=1.[CH3:30][NH2:31]>>[NH2:1][C:2]1[C:3]([F:29])=[CH:4][C:5]([F:28])=[C:6]([N:8]2[C:17]3[C:12](=[CH:13][C:14]([F:23])=[C:15]([NH:31][CH3:30])[C:16]=3[O:18][CH:19]([CH3:21])[CH3:20])[C:11](=[O:24])[C:10]([C:25]([OH:27])=[O:26])=[CH:9]2)[CH:7]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 23284716HCID 23284716, compound

Product 1

HCID 23284789HCID 23284789, compound

Procedure

1-(5-Amino-2,4-difluorophenyl)-6,7-difluoro-8-isopropyloxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 mg) was added to a 40% aqueous solution (2.1 g) of methylamine, and the mixture was left to stand for 24 hours at about 55° C. The reaction mixture was concentrated under reduced pressure. Diisopropyl ether (0.5 ml) was added to the residue, and deposits were separated by filtration. The filtrate was concentrated under reduced pressure. Ethanol (about 0.1 ml) was added to the resultant residue, and the mixture was left to stand. Deposits were collected by filtration and washed with ethanol and diisopropyl ether in that order to obtain the title compound (60 mg) as a pale brown powder.

Workup

  1. waitthe mixture was left
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. additionDiisopropyl ether (0.5 ml) was added to the residue, and deposits
  4. customwere separated by filtration
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. additionEthanol (about 0.1 ml) was added to the resultant residue
  7. waitthe mixture was left
  8. filtrationDeposits were collected by filtration
  9. washwashed with ethanol and diisopropyl ether in that order

Sources & evidence

ORD record
ord-8ca2a0bf4e4541fc89000732415d3293
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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