1-(2-Methoxyphenyl)piperazine → 2-[4-(2-Methoxyphenyl)piperazin-1-yl]-5,6,7,8-tetrahydroquinazolin-4-ol

HRID 523484Notes

Reaction equation

HRID 523484 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.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>C(O)CC(C)C>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N:22]1[CH2:27][CH2:26][N:25]([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)[CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 13461-(2-Methoxyphenyl)piperazineHCID 1354352562-(Methylthio)-5,6,7,8-tetrahydroquinazolin-4(3H)-one

Product 1

HCID 1356527042-[4-(2-Methoxyphenyl)piperazin-1-yl]-5,6,7,8-tetrahydroquinazolin-4-ol

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-methoxyphenyl)piperazine (98 mg; 0.51 mmol) are reacted in isoamyl alcohol (1 ml) in accordance with the procedure for Example 1 (reaction time 4 h) and worked up; yield: 52 mg (30%), crystals;

Sources & evidence

ORD record
ord-250c5afe0579454eb566ae6de06d2519
Source dataset
uspto-grants-2016_05
Patent number
US09339503B2

Reaction notes

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