4-Chloro-2-fluoroaniline → HCID 21701577, compound

HRID 1596250Notes

Reaction equation

HRID 1596250 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.[Cl:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[C:20]([F:25])[CH:19]=1>C(O)(C)C>[ClH:2].[Cl:17][C:18]1[CH:24]=[CH:23][C:21]([NH:22][C:3]2[C:12]3[C:7](=[CH:8][C:9]([O:15][CH3:16])=[C:10]([O:13][CH3:14])[CH:11]=3)[N:6]=[CH:5][N:4]=2)=[C:20]([F:25])[CH:19]=1

Participants

4

Reactant 2

HCID 938984-Chloro-2-fluoroanilineHCID 220221614-Chloro-6,7-dimethoxyquinazoline hydrochloride

Product 1

HCID 21701577HCID 21701577, compoundYield 49.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 4-chloro-6,7-dimethoxyquinazoline hydrochloride (147 mg, 0.56 mmol), (prepared as described for the starting material in Example 2), and 4-chloro-2-fluoroaniline (82 mg, 0.56 mmol) in isopropanol (7 ml) was heated at reflux for 2 hours. The mixture was allowed to cool, the solid product collected by filtration, washed with isopropanol and dried to give 4-(4-chloro-2-fluoroanilino)-6,7-dimethoxyquinazoline hydrochloride (102 mg, 49%).

Workup

  1. custom(prepared
  2. temperaturewas heated
  3. temperatureat reflux for 2 hours
  4. temperatureto cool
  5. filtrationthe solid product collected by filtration
  6. washwashed with isopropanol
  7. customdried

Sources & evidence

ORD record
ord-b080afc1606946eab4cf401e4fec8a44
Source dataset
uspto-grants-2001_09
Patent number
US06291455B1

Reaction notes

Loading…