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

HRID 523483Notes

Reaction equation

HRID 523483 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.[Cl:15][C:16]1[CH:17]=[C:18]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:19]=[CH:20][CH:21]=1.C(N(CC)CC)C>C(O)CC(C)C>[Cl:15][C:16]1[CH:17]=[C:18]([N:22]2[CH2:27][CH2:26][N:25]([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)[CH2:24][CH2:23]2)[CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 256811-(3-Chlorophenyl)piperazine monohydrochlorideHCID 1354352562-(Methylthio)-5,6,7,8-tetrahydroquinazolin-4(3H)-one

Product 1

HCID 1356119312-[4-(3-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), 1-(3-chlorophenyl)piperazine hydrochloride (118.8 mg; 0.51 mmol) and triethylamine (141.3 μl; 1.02 mmol) are reacted in isoamyl alcohol (1 ml) in accordance with the procedure for Example 1 (reaction time 4 h) and worked up; yield: 51 mg (29%), crystals;

Sources & evidence

ORD record
ord-81f8f482ed364eb380a77e2983b99b44
Source dataset
uspto-grants-2016_05
Patent number
US09339503B2

Reaction notes

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