Acetonitrile → 2-(2-Ethylsulfanylphenyl)-4-propylamino-7-trifluoromethylquinazoline

HRID 521661Notes

Reaction equation

HRID 521661 reaction equation
[CH2:1]([NH2:4])[CH2:2][CH3:3].Cl[C:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16]([F:19])([F:18])[F:17])=[CH:13][CH:14]=2)[N:9]=[C:8]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[S:26][CH2:27][CH3:28])[N:7]=1.C(#N)C.C1COCC1>O>[CH2:27]([S:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:8]1[N:7]=[C:6]([NH:4][CH2:1][CH2:2][CH3:3])[C:15]2[C:10](=[CH:11][C:12]([C:16]([F:17])([F:18])[F:19])=[CH:13][CH:14]=2)[N:9]=1)[CH3:28]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 7852PropylamineHCID 8028TetrahydrofuranHCID 1182058194-Chloro-2-(2-ethylsulfanylphenyl)-7-trifluoromethylquinazoline

Product 1

HCID 1182058272-(2-Ethylsulfanylphenyl)-4-propylamino-7-trifluoromethylquinazoline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.5 ml of n-propylamine was added to a mixture of 450 mg of 4-chloro-2-(2-ethylsulfanylphenyl)-7-trifluoromethylquinazoline, 3 ml of acetonitrile and 3 ml of THF, and the mixture was stirred at room temperature for 30 minutes. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain 495 mg of 2-(2-ethylsulfanylphenyl)-4-propylamino-7-trifluoromethylquinazoline (Compound of Present Invention 8).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0b22ff0f4ece4e27a80bb6645afd3f0a
Source dataset
uspto-grants-2016_05
Patent number
US09328121B1

Reaction notes

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