4-Chloro-2-fluoroaniline → HCID 86584681, compound

HRID 2182526Notes

Reaction equation

HRID 2182526 reaction equation
C(O[C:9]1[CH:18]=[C:17]2[C:12]([C:13]([Cl:19])=[N:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:20][CH3:21])C1C=CC=CC=1.ClC1C=CC(N)=C(F)C=1>CC(O)C>[ClH:19].[CH3:21][O:20][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:9]=1)[N:16]=[CH:15][N:14]=[CH:13]2

Participants

4

Reactant 2

HCID 938984-Chloro-2-fluoroanilineHCID 106619987-(Benzyloxy)-4-chloro-6-methoxyquinazoline

Product 1

HCID 86584681HCID 86584681, compoundYield 143.7%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 7-benzyloxy-4-chloro-6-methoxyquinazoline (1.2 g, 4 mmol), (prepared as described for the starting material in Example 1), and 4-chloro-2-fluoroaniline (444 μl, 4 mmol) in 2-propanol (40 ml) was refluxed for 1.5 hours. After cooling, the precipitate was collected by filtration, washed with 2-propanol then ether and dried under vacuum to give 7-benzyloxy-44-chloro-2-fluoroanilino)6-methoxyquinazoline hydrochloride (1.13 g. 64%).

Workup

  1. temperaturewas refluxed for 1.5 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with 2-propanol
  5. dry with materialether and dried under vacuum

Sources & evidence

ORD record
ord-3b7ff0150dcc4c2c95ef8ada59f840b4
Source dataset
uspto-grants-2005_05
Patent number
US06897210B2

Reaction notes

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