Methanol → HCID 69351968, compound

HRID 1375828Notes

Reaction equation

HRID 1375828 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1.[F:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]=[C:31]=[O:32])=[CH:26][CH:25]=1.CO>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][C:31]([NH:30][C:27]2[CH:28]=[CH:29][C:24]([F:23])=[CH:25][CH:26]=2)=[O:32])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 709554-Fluorophenyl isocyanateHCID 116163634-(6,7-Dimethoxyquinazolin-4-yloxy)aniline

Product 1

HCID 69351968HCID 69351968, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (50 mg) was dissolved in chloroform (3 ml), and p-fluorophenyl isocyanate (23 μl) was then added to the solution. The mixture was heated under reflux overnight. Methanol was added to the reaction solution, and the mixture was purified by HPLC by development with chloroform/methanol to give 26 mg (yield 36%) of the title compound.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. customthe mixture was purified by HPLC by development with chloroform/methanol

Sources & evidence

ORD record
ord-d0d7c4dde71547ad9ba44506d721eb2e
Source dataset
uspto-grants-2007_01
Patent number
US07169789B2

Reaction notes

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