2,4-Difluorophenyl isocyanate → 1-(2,4-Difluorophenyl)-3-(4-(6,7-dimethoxyquinazolin-4-yloxy)phenyl)urea

HRID 1375827Notes

Reaction equation

HRID 1375827 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]=[C:28]([F:30])[CH:27]=[CH:26][C:25]=1[N:31]=[C:32]=[O:33]>C(Cl)(Cl)Cl>[F:23][C:24]1[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:25]=1[NH:31][C:32]([NH:20][C:19]1[CH:21]=[CH:22][C:16]([O:15][C:6]2[C:5]3[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=3)[N:9]=[CH:8][N:7]=2)=[CH:17][CH:18]=1)=[O:33]

Participants

4

Reactant 2

HCID 5932582,4-Difluorophenyl isocyanateHCID 116163634-(6,7-Dimethoxyquinazolin-4-yloxy)aniline

Product 1

HCID 226671011-(2,4-Difluorophenyl)-3-(4-(6,7-dimethoxyquinazolin-4-yloxy)phenyl)ureaYield 72%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (50 mg) was dissolved in chloroform (3 ml), and 2,4-difluorophenyl isocyanate (24 μl) was then added to the solution. The mixture was heated under reflux overnight. The precipitated crystal was collected by filtration and was washed to give 55 mg (yield 72%) of the title compound.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. filtrationThe precipitated crystal was collected by filtration
  4. washwas washed

Sources & evidence

ORD record
ord-f0c77ceb1dfb4261ba7c6945a3932ba5
Source dataset
uspto-grants-2007_01
Patent number
US07169789B2

Reaction notes

Loading…