3-Amino-4-fluorophenol → HCID 21701580, compound

HRID 1596240Notes

Reaction equation

HRID 1596240 reaction equation
Cl.[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH3:16])=[C:10]([O:13][CH3:14])[CH:11]=2)[N:6]=[CH:5][N:4]=1.[F:17][C:18]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][C:19]=1[NH2:20]>C(O)(C)C>[ClH:2].[CH3:14][O:13][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][C:9]=1[O:15][CH3:16])[N:6]=[CH:5][N:4]=[C:3]2[NH:20][C:19]1[CH:21]=[C:22]([OH:25])[CH:23]=[CH:24][C:18]=1[F:17]

Participants

4

Reactant 2

HCID 135191803-Amino-4-fluorophenolHCID 220221614-Chloro-6,7-dimethoxyquinazoline hydrochloride

Product 1

HCID 21701580HCID 21701580, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-Chloro-6,7-dimethoxyquinazoline hydrochloride (342 mg, 1.3 mmol), and 2-fluoro-5-hydroxyaniline (183 mg, 1.4 mmol) in isopropanol (10 ml) were heated at reflux for 2 hours. The reaction mixture was allowed to cool, the precipitated product collected by filtration, washed with isopropanol and dried to give 6,7-dimethoxy4-(2-fluoro-5-hydroxyanilino)quinazoline hydrochloride (66 mg, 15%) as a solid.

Workup

  1. temperatureat reflux for 2 hours
  2. temperatureto cool
  3. filtrationthe precipitated product collected by filtration
  4. washwashed with isopropanol
  5. customdried

Sources & evidence

ORD record
ord-1b3648d9a5534f8eb9a4177cbca61c44
Source dataset
uspto-grants-2001_09
Patent number
US06291455B1

Reaction notes

Loading…