4-methyl-5-(2-piperazin-1-ylethyl)-2-benzofuran-1(3H)-one hydrochloride → 4-[1,1-Dimethyl-2-[4-[2-(4-methyl-1-oxo-3H-isobenzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-2-methoxy-benzonitrile

HRID 1519612Notes

Reaction equation

HRID 1519612 reaction equation
Cl.[CH3:2][C:3]1[C:11]2[CH2:10][O:9][C:8](=[O:12])[C:7]=2[CH:6]=[CH:5][C:4]=1[CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.[CH3:21][O:22][C:23]1[CH:30]=[C:29]([C:31]([CH3:35])([CH3:34])[CH:32]=O)[CH:28]=[CH:27][C:24]=1[C:25]#[N:26]>>[CH3:35][C:31]([C:29]1[CH:28]=[CH:27][C:24]([C:25]#[N:26])=[C:23]([O:22][CH3:21])[CH:30]=1)([CH3:32])[CH2:34][N:18]1[CH2:19][CH2:20][N:15]([CH2:14][CH2:13][C:4]2[C:3]([CH3:2])=[C:11]3[C:7](=[CH:6][CH:5]=2)[C:8](=[O:12])[O:9][CH2:10]3)[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 675172294-methyl-5-(2-piperazin-1-ylethyl)-2-benzofuran-1(3H)-one hydrochlorideHCID 772312572-Methoxy-4-(2-methyl-1-oxopropan-2-yl)benzonitrile

Product 1

HCID 866944824-[1,1-Dimethyl-2-[4-[2-(4-methyl-1-oxo-3H-isobenzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-2-methoxy-benzonitrile

Procedure

4-[1,1-Dimethyl-2-[4-[2-(4-methyl-1-oxo-3H-isobenzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]-2-methoxy-benzonitrile was prepared in a similar fashion to that described for the synthesis of Example 38 starting from 4-methyl-5-[2-(piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one hydrochloride and 2-methoxy-4-(2-methyl-1-oxopropan-2-yl)benzonitrile. LC-MS (IE, m/z): 448.6 [M+1]+. (0.30 μM)

Sources & evidence

ORD record
ord-da4b626fed1947a594f195b0f2712bb6
Source dataset
uspto-grants-2015_07
Patent number
US09073882B2

Reaction notes

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