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

HRID 523482Notes

Reaction equation

HRID 523482 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.[Cl:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>C(O)CC(C)C>[Cl:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]1[CH2:26][CH2:25][N:24]([C:3]2[NH:12][C:11](=[O:13])[C:10]3[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=3[N:4]=2)[CH2:23][CH2:22]1

Participants

4

Reactant 2

HCID 4156281-(2-Chlorophenyl)piperazineHCID 1354352562-(Methylthio)-5,6,7,8-tetrahydroquinazolin-4(3H)-one

Product 1

HCID 1362683382-[4-(2-Chlorophenyl)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-(2-chlorophenyl)piperazine (84.9 μl; 0.51 mmol) are reacted in isoamyl alcohol (1 ml) in accordance with the procedure for Example 1 and worked up; yield: 65 mg (37%), crystals;

Sources & evidence

ORD record
ord-505763b38c0b4ba0afddc5b4564111a8
Source dataset
uspto-grants-2016_05
Patent number
US09339503B2

Reaction notes

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