Benzenamine, 4-(4-morpholinyl)- → 6-Bromo-7-methoxy-N-(4-morpholinophenyl)quinazolin-2-amine

HRID 2079647Notes

Reaction equation

HRID 2079647 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[C:7](Cl)[N:6]=[CH:5]2.[O:15]1[CH2:20][CH2:19][N:18]([C:21]2[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=2)[CH2:17][CH2:16]1>C(O)(C)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[C:7]([NH:25][C:24]1[CH:23]=[CH:22][C:21]([N:18]3[CH2:19][CH2:20][O:15][CH2:16][CH2:17]3)=[CH:27][CH:26]=1)[N:6]=[CH:5]2

Participants

4

Reactant 2

HCID 75655Benzenamine, 4-(4-morpholinyl)-HCID 591992766-Bromo-2-chloro-7-methoxyquinazoline

Product 1

HCID 671026766-Bromo-7-methoxy-N-(4-morpholinophenyl)quinazolin-2-amine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
120 °C

Procedure

To a 0.12M suspension of 6-bromo-2-chloro-7-methoxyquinazoline (1.0 eq) in isopropanol was added 4-morpholinoaniline (1.0 eq). The reaction mixture was heated to 120° C. in an oil bath for 5 h. LCMS showed that reaction was complete under the condition. The reaction mixture was allowed to cool to room temperature and was filtered. The filter cake was rinsed with ethyl acetate and allowed air dry. Desired product was a brown solid as HCl salt. ES/MS m/z 415/417 (MH+).

Workup

  1. customLCMS showed that reaction
  2. temperatureto cool to room temperature
  3. filtrationwas filtered
  4. washThe filter cake was rinsed with ethyl acetate
  5. customdry

Sources & evidence

ORD record
ord-05b2520886d443b78be622e7e1981454
Source dataset
uspto-grants-2011_04
Patent number
US07932262B2

Reaction notes

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