Hydrochloric Acid → 4-((4-Fluorophenyl)amino)-7-methoxyquinazolin-6-ol

HRID 712401Notes

Reaction equation

HRID 712401 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]([F:24])=[CH:20][CH:19]=1)(=O)C.[OH-].[Na+].Cl>CO>[F:24][C:21]1[CH:20]=[CH:19][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)=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 867294674-((4-Fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate

Product 1

HCID 867294684-((4-Fluorophenyl)amino)-7-methoxyquinazolin-6-olYield 86.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 4-((4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate (2.42 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 (1.83 g, 86.90%).

Workup

  1. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-f4da04a2699e4a39ac6b77cc780dcf04
Source dataset
uspto-grants-2015_11
Patent number
US09181277B2

Reaction notes

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