Hydrochloric Acid → 4-((4-Bromo-2-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

HRID 712413Notes

Reaction equation

HRID 712413 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][N:9]=[C:8]2[NH:17][C:18]1[CH:23]=[CH:22][C:21]([Br:24])=[CH:20][C:19]=1[F:25])(=O)C.[OH-].[Na+].Cl>CO>[Br:24][C:21]1[CH:22]=[CH:23][C:18]([NH:17][C:8]2[C:7]3[C:12](=[CH:13][C:14]([O:15][CH3:16])=[C:5]([OH:4])[CH:6]=3)[N:11]=[CH:10][N:9]=2)=[C:19]([F:25])[CH:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 210983974-((4-Bromo-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate

Product 1

HCID 210983904-((4-Bromo-2-fluorophenyl)amino)-7-methoxyquinazolin-6-olYield 87.15%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 4-((4-bromo-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate (2.78 g) and methanol (30 mL) was added 5 mol/L NaOH (5.00 mL) at room temperature. The reaction mixture was stirred at room temperature for 4 h, and was adjusted to pH 7 with 0.1 N HCl (aq). The mixture was filtered to give the title compound as a white solid (2.17 g, 87.15%).

Workup

  1. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-f88053fe64fb4de497db3efc96e02e97
Source dataset
uspto-grants-2015_11
Patent number
US09181277B2

Reaction notes

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