Pyridine → HCID 23284665, compound

HRID 369301Notes

Reaction equation

HRID 369301 reaction equation
NC1[C:11]([F:12])=[C:10](F)[C:9]([Cl:14])=[C:8]2[C:3]=1[C:4](=[O:27])[C:5]([C:24]([OH:26])=[O:25])=[CH:6][N:7]2[C:15]1[CH:20]=[C:19]([NH2:21])[C:18]([F:22])=[CH:17][C:16]=1[F:23].[CH3:28][NH2:29].[N:30]1C=CC=C[CH:31]=1>>[NH2:29][C:28]1[C:11]([F:12])=[C:10]([NH:30][CH3:31])[C:9]([Cl:14])=[C:8]2[C:3]=1[C:4](=[O:27])[C:5]([C:24]([OH:26])=[O:25])=[CH:6][N:7]2[C:15]1[CH:20]=[C:19]([NH2:21])[C:18]([F:22])=[CH:17][C:16]=1[F:23]

Participants

4

Reactant 3

HCID 1049PyridineHCID 6329MethylamineHCID 23284805HCID 23284805, compound

Product 1

HCID 23284665HCID 23284665, compound

Conditions

Temperature
30 °C

Procedure

5-Amino-1-(5-amino-2,4-difluorophenyl)-8-chloro-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 mg) and a methylamine solution (82 mg) were added to pyridine (1 ml), and the mixture was heated and stirred at 30° C. for 4 days. After the reaction mixture was allowed to cool, it was concentrated under reduced pressure. Ethanol was added to the residue, and solids were collected by filtration and washed with diethyl ether to obtain the title compound (63 mg) as a brown powder.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto cool
  3. concentrationit was concentrated under reduced pressure
  4. additionEthanol was added to the residue, and solids
  5. filtrationwere collected by filtration
  6. washwashed with diethyl ether

Sources & evidence

ORD record
ord-5a5bd4864aac42f687b98d38db1ca459
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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