1-(4-Fluorophenyl)piperazine → 2-[4-(4-Fluorophenyl)piperazin-1-yl]-5,6,7,8-tetrahydro-3H-quinazolin-4-one

HRID 523478Notes

Reaction equation

HRID 523478 reaction equation
CS[C:3]1[NH:12][C:11](=[O:13])[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[N:4]=1.[F:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]2)=[CH:17][CH:16]=1>C(O)CC(C)C>[F:14][C:15]1[CH:16]=[CH:17][C:18]([N:21]2[CH2:26][CH2:25][N:24]([C:3]3[NH:12][C:11](=[O:13])[C:10]4[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=4[N:4]=3)[CH2:23][CH2:22]2)=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 752601-(4-Fluorophenyl)piperazineHCID 1354352562-(Methylthio)-5,6,7,8-tetrahydroquinazolin-4(3H)-one

Product 1

HCID 1357623572-[4-(4-Fluorophenyl)piperazin-1-yl]-5,6,7,8-tetrahydro-3H-quinazolin-4-one

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

2-Methylsulfanyl-5,6,7,8-tetrahydro-3H-quinazolin-4-one (100 mg; 0.51 mmol) and 1-(4-fluorophenyl)piperazine (91.8 μl; 0.51 mmol) are suspended in isoamyl alcohol (1 ml), and the mixture is irradiated in the microwave (CEM Discover) at 150° C. for 2 h with stirring. The precipitated crystals are filtered off with suction, rinsed thoroughly with ethanol and diethyl ether and filtered off with suction. The crude product obtained in this way is rinsed again with hot ethanol and diethyl ether, filtered off with suction and dried in vacuo at 50° C.; yield: 86 mg (50%), crystals;

Workup

  1. customthe mixture is irradiated in the microwave (CEM Discover) at 150° C. for 2 h
  2. filtrationThe precipitated crystals are filtered off with suction
  3. washrinsed thoroughly with ethanol and diethyl ether
  4. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-64965a1850734f218c746a9666b46f84
Source dataset
uspto-grants-2016_05
Patent number
US09339503B2

Reaction notes

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