Methylamine → HCID 23284722, compound

HRID 369280Notes

Reaction equation

HRID 369280 reaction equation
[CH3:1][NH2:2].[NH2:3][C:4]1[C:5]([F:29])=[CH:6][C:7]([F:28])=[C:8]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:23])=[C:17](F)[C:18]=3[O:20][CH3:21])[C:13](=[O:24])[C:12]([C:25]([OH:27])=[O:26])=[CH:11]2)[CH:9]=1>N1C=CC=CC=1>[NH2:3][C:4]1[C:5]([F:29])=[CH:6][C:7]([F:28])=[C:8]([N:10]2[C:19]3[C:14](=[CH:15][C:16]([F:23])=[C:17]([NH:2][CH3:1])[C:18]=3[O:20][CH3:21])[C:13](=[O:24])[C:12]([C:25]([OH:27])=[O:26])=[CH:11]2)[CH:9]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 22441121HCID 22441121, compound

Product 1

HCID 23284722HCID 23284722, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

Pyridine (200 mg) and a 40% aqueous solution (200 mg) of methylamine were added to 1-(5-amino-2,4-difluorophenyl)-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (100 mg), and the mixture was stirred at 50° C. for 25 hours. The solvent was distilled off, and ethanol was added to the residue. The resultant mixture was stirred, and solids were collected by filtration and washed with ethanol and diethyl ether to obtain the title compound (33 mg) as a yellow powder.

Workup

  1. distillationThe solvent was distilled off
  2. additionethanol was added to the residue
  3. stirringThe resultant mixture was stirred
  4. filtrationsolids were collected by filtration
  5. washwashed with ethanol and diethyl ether

Sources & evidence

ORD record
ord-3e8685d03da940a7a20a3eff449b6b16
Source dataset
uspto-grants-2000_10
Patent number
US06136823

Reaction notes

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