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

HRID 1466149Notes

Reaction equation

HRID 1466149 reaction equation
[O:1]=[C:2]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][CH2:12][N:13]3[CH2:18][CH2:17][NH:16][CH2:15][C:14]3=[O:19])=[CH:10][C:5]=2[CH2:4][O:3]1.[CH3:20][O:21][C:22]1[CH:29]=[CH:28][C:27]([CH2:30][CH:31]=O)=[CH:26][C:23]=1[C:24]#[N:25]>>[CH3:20][O:21][C:22]1[CH:29]=[CH:28][C:27]([CH2:30][CH2:31][N:16]2[CH2:17][CH2:18][N:13]([CH2:12][CH2:11][C:9]3[CH:8]=[CH:7][C:6]4[C:2](=[O:1])[O:3][CH2:4][C:5]=4[CH:10]=3)[C:14](=[O:19])[CH2:15]2)=[CH:26][C:23]=1[C:24]#[N:25]

Participants

3

Reactant 2

HCID 653407032-Methoxy-5-(2-oxoethyl)benzonitrileHCID 1175993331-[2-(1,3-Dihydro-1-oxo-5-isobenzofuranyl)ethyl]-2-piperazinone

Product 1

HCID 895334692-Methoxy-5-(2-{3-oxo-4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}ethyl)benzonitrile

Procedure

The title compound was prepared from 1-[2-(1-Oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-one and 2-Methoxy-5-(2-oxoethyl)benzonitrile following essentially the same procedure as Example 6. The product was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA). LC-MS (IE, m/z): 420 [M+1]+.

Workup

  1. customThe product was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA)

Sources & evidence

ORD record
ord-ff3d742609ab492e884f44bf28fec8f0
Source dataset
uspto-grants-2015_04
Patent number
US08999990B2

Reaction notes

Loading…