Hydrochloric Acid → 4-((3-Ethynyl-4-fluorophenyl)amino)-7-methoxyquinazolin-6-ol

HRID 712409Notes

Reaction equation

HRID 712409 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])=[C:20]([C:25]#[CH:26])[CH:19]=1)(=O)C.[OH-].[Na+].Cl>CO>[C:25]([C:20]1[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][C:21]=1[F:24])#[CH:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 451403524-((3-Ethynyl-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate

Product 1

HCID 451405424-((3-Ethynyl-4-fluorophenyl)amino)-7-methoxyquinazolin-6-olYield 83.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 4-((3-ethynyl-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate (5.29 g) and methanol (30 mL) was added 5 mol/L NaOH (10.00 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 (3.90 g, 83.69%).

Workup

  1. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-aca2f378499246cda9606bf79de2d73b
Source dataset
uspto-grants-2015_11
Patent number
US09181277B2

Reaction notes

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