Dimethylformamide → HCID 22692697, compound

HRID 1879642Notes

Reaction equation

HRID 1879642 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[Cl:9][C:10]1[N:19]=[C:18](Cl)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1.CN(C)C=O.C(=O)([O-])[O-].[K+].[K+]>O>[Cl:9][C:10]1[N:19]=[C:18]([NH:4][C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=2[F:1])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 95842-FluoroanilineHCID 11430Potassium CarbonateHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 22692697HCID 22692697, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 2-fluoroaniline (232 mg), 2,4-dichloroquinazoline (400 mg) and N,N-dimethylformamide (4 mL), potassium carbonate (430 mg) was added and stirred at room temperature for 8 hours. The reaction mixture was diluted with water (40 mL), and the precipitated solid was collected by filtration and purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=5:1-3:1) to give 2-chloro-N-(2-fluorophenyl)quinazoline-4-amine (0.22 g) as a light-yellow solid.

Workup

  1. additionwas added
  2. filtrationthe precipitated solid was collected by filtration
  3. custompurified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=5:1-3:1)

Sources & evidence

ORD record
ord-90e677b018b9449789482f7f2a3f9003
Source dataset
uspto-grants-2012_11
Patent number
US08318702B2

Reaction notes

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