3-Methoxyaniline → 6-Iodo-4-{[3-(methyloxy)phenyl]amino}-3-quinolinecarboxamide hydrochloride

HRID 230839Notes

Reaction equation

HRID 230839 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([I:12])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:13]([NH2:15])=[O:14].[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][CH:24]=1)[NH2:21]>C(O)C>[ClH:1].[I:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][CH:8]=1)[N:5]=[CH:4][C:3]([C:13]([NH2:15])=[O:14])=[C:2]2[NH:21][C:20]1[CH:22]=[CH:23][CH:24]=[C:18]([O:17][CH3:16])[CH:19]=1

Participants

4

Reactant 2

HCID 108243-MethoxyanilineHCID 577632714-Chloro-6-iodoquinoline-3-carboxamide

Product 1

HCID 674246056-Iodo-4-{[3-(methyloxy)phenyl]amino}-3-quinolinecarboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Intermediate 13 (5.0 g) was dissolved in ethanol (60 ml), 3-methoxyaniline (3.37 ml) (available from Aldrich) was added, and the mixture was heated under reflux for 2.5 h. The resulting precipitate was filtered off and washed with ether to give the title compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2.5 h
  3. filtrationThe resulting precipitate was filtered off
  4. washwashed with ether

Sources & evidence

ORD record
ord-37f88493502743c4a8b42cda0fa94fe9
Source dataset
uspto-grants-2009_07
Patent number
US07566786B2

Reaction notes

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