2-Methoxy-4-(oxiran-2-yl)benzonitrile → 4-(1-Hydroxy-2-{4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}ethyl)-2-(methyloxy)benzonitrile

HRID 1187111Notes

Reaction equation

HRID 1187111 reaction equation
[N:1]1([CH2:7][CH2:8][C:9]2[CH:18]=[CH:17][C:12]3[C:13](=[O:16])[O:14][CH2:15][C:11]=3[CH:10]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH3:19][O:20][C:21]1[CH:28]=[C:27]([CH:29]2[CH2:31][O:30]2)[CH:26]=[CH:25][C:22]=1[C:23]#[N:24]>>[OH:30][CH:29]([C:27]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[C:21]([O:20][CH3:19])[CH:28]=1)[CH2:31][N:4]1[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][C:9]2[CH:18]=[CH:17][C:12]3[C:13](=[O:16])[O:14][CH2:15][C:11]=3[CH:10]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 552967592-Methoxy-4-(oxiran-2-yl)benzonitrileHCID 595686715-[2-(piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one

Product 1

HCID 498047764-(1-Hydroxy-2-{4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}ethyl)-2-(methyloxy)benzonitrile

Procedure

4-(1-Hydroxy-2-{4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}ethyl)-2-(methyloxy)benzonitrile was prepared in a similar fashion to that described for the synthesis of EXAMPLE 12 starting from 5-(2-piperazin-1-ylethyl)-2-benzofuran-1(3H)-one and 2-(methyloxy)-4-oxiran-2-ylbenzonitrile.

Sources & evidence

ORD record
ord-02023c00b433472aabd9d7179277eaf2
Source dataset
uspto-grants-2014_03
Patent number
US08673920B2

Reaction notes

Loading…