Methylamine → HCID 23284775, compound

HRID 369258Notes

Reaction equation

HRID 369258 reaction equation
[Cl:1][C:2]1[C:3](F)=[C:4]([F:26])[CH:5]=[C:6]2[C:11]=1[N:10]([C:12]1[CH:17]=[C:16]([O:18][CH3:19])[C:15]([F:20])=[CH:14][C:13]=1[F:21])[CH:9]=[C:8]([C:22]([OH:24])=[O:23])[C:7]2=[O:25].[CH3:28][NH2:29]>N1C=CC=CC=1>[Cl:1][C:2]1[C:3]([NH:29][CH3:28])=[C:4]([F:26])[CH:5]=[C:6]2[C:11]=1[N:10]([C:12]1[CH:17]=[C:16]([O:18][CH3:19])[C:15]([F:20])=[CH:14][C:13]=1[F:21])[CH:9]=[C:8]([C:22]([OH:24])=[O:23])[C:7]2=[O:25]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 23284803HCID 23284803, compound

Product 1

HCID 23284775HCID 23284775, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

8-Chloro-6,7-difluoro-1-(2,4-difluoro-5-methoxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (90 mg) and an aqueous solution (about 40%; 200 mg) of methylamine were added to pyridine (520 mg), and the mixture was stirred at room temperature for 66 hours. The reaction mixture was concentrated under reduced pressure, and ethanol (1 ml) was added to the residue. Deposits were collected by filtration and washed with ethanol and diisopropyl ether in that order to obtain the title compound (88 mg) as a colorless powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and ethanol (1 ml)
  2. additionwas added to the residue
  3. filtrationDeposits were collected by filtration
  4. washwashed with ethanol and diisopropyl ether in that order

Sources & evidence

ORD record
ord-895f5982884743879ed4141fd563c074
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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