4-Chloro-6,7-dimethoxyquinazoline → HCID 24737855, compound

HRID 1666240Notes

Reaction equation

HRID 1666240 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[Cl:16][C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][C:23]=1[O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=1)[NH2:20]>C(O)(C)C>[Cl:16][C:17]1[CH:18]=[C:19]([NH:20][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=3)[N:5]=[CH:4][N:3]=2)[CH:21]=[CH:22][C:23]=1[O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=1

Participants

4

Reactant 2

HCID 27693644-Chloro-6,7-dimethoxyquinazolineHCID 70592633-Chloro-4-(3-fluorobenzyloxy)aniline

Product 1

HCID 24737855HCID 24737855, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4-chloro-6,7-dimethoxy-quinazoline (1.50 g) and 3-choro-4-(m-fluoro-benzyloxy)-aniline (1.70 g) were dissolved into 150 mL of isopropanol. The mixture was reacted under reflux for 3 h, and a lot of yellow solid was deposited. The precipitated solid was filtered, and the filter cake was washed with cold ethanol and dried at 60° C. under vacuum overnight to obtain the title compound (2.50 g, 84%).

Workup

  1. customThe mixture was reacted
  2. temperatureunder reflux for 3 h
  3. filtrationThe precipitated solid was filtered
  4. washthe filter cake was washed with cold ethanol
  5. customdried at 60° C. under vacuum overnight

Sources & evidence

ORD record
ord-399d3e3da17245398a20b96e06fe205a
Source dataset
uspto-grants-2011_10
Patent number
US08044063B2

Reaction notes

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