4-Fluoro-2-methylaniline → 4-(4-Fluoro-2-methylanilino)-6-methoxy-3-quinolinecarboxamide

HRID 1822859Notes

Reaction equation

HRID 1822859 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.[CH3:10][O:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]=[CH:17][C:16]([C:22]([NH2:24])=[O:23])=[C:15]2Cl.C(O)(=O)C.C(O)C>C(O)C>[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:15]2[C:14]3[C:19](=[CH:20][CH:21]=[C:12]([O:11][CH3:10])[CH:13]=3)[N:18]=[CH:17][C:16]=2[C:22]([NH2:24])=[O:23])=[C:4]([CH3:9])[CH:3]=1

Participants

5

Reactant 3

HCID 679824-Fluoro-2-methylanilineHCID 18476134Acetic acid ethanolHCID 221702744-Chloro-6-methoxyquinoline-3-carboxamide

Product 1

HCID 221703694-(4-Fluoro-2-methylanilino)-6-methoxy-3-quinolinecarboxamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-fluoro-2-methylaniline (0.025 mmol), 6-methoxy-4-chloro-3-quinolinecarboxamide (0.025 mmol), 50 μl 20% Acetic acid/Ethanol and 250 μl ethanol was refluxed for four hours. After cooling to room temperature the solvent was removed in vacuu.

Workup

  1. temperaturewas refluxed for four hours
  2. customwas removed in vacuu

Sources & evidence

ORD record
ord-101c64c03e9c44128660c91cd299617e
Source dataset
uspto-grants-2006_05
Patent number
US07037925B2

Reaction notes

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