5-[2-(4-{[4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)propyl]-2-benzofuran-1(3H)-one → 6-(4-{[4-(1H-Tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)-5,6,7,8-tetrahydronaphtho [2,3-c]furan-1(3H)-one
Reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][C:13]([N:15]3[CH2:20][CH2:19][N:18]([CH:21]([CH3:33])[CH2:22][C:23]4[CH:32]=[CH:31][C:26]5[C:27](=[O:30])[O:28][CH2:29][C:25]=5[CH:24]=4)[CH2:17][CH2:16]3)=[O:14])=[CH:8][CH:7]=2)[CH:5]=[N:4][N:3]=[N:2]1.Cl.N1(C(=O)CC2C=CC(N3C=NN=N3)=CC=2)CCNC[CH2:36]1.C1(=O)C2C=C3C(=CC=2CO1)CC(=O)CC3>>[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH2:12][C:13]([N:15]3[CH2:20][CH2:19][N:18]([CH:21]4[CH2:33][CH2:36][C:32]5[C:23](=[CH:24][C:25]6[CH2:29][O:28][C:27](=[O:30])[C:26]=6[CH:31]=5)[CH2:22]4)[CH2:17][CH2:16]3)=[O:14])=[CH:8][CH:7]=2)[CH:5]=[N:4][N:3]=[N:2]1Participants
4
Reactant 3
Product 1
Procedure
6-(4-{[4-(1H-Tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)-5,6,7,8-tetrahydronaphtho[2,3-c]furan-1(3H)-one was prepared in an analogous fashion to that described above for the synthesis of 5-[2-(4-{[4-(1H-tetrazol-1-yl)phenyl]acetyl}piperazin-1-yl)propyl]-2-benzofuran-1(3H)-one starting from 1-(piperazin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone hydrochloride and 7,8-dihydronaphtho[2,3-c]furan-1,6(3H, 5H)-dione. LC/MS: [(M+1)]+=459.
Sources & evidence
- ORD record
- ord-e31524c9d9d846549e0d97837a227e8d
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09056859B2
Reaction notes
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