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

HRID 1519604Notes

Reaction equation

HRID 1519604 reaction equation
Cl.[N:2]1([CH2:8][CH2:9][C:10]2[CH:19]=[CH:18][C:13]3[C:14](=[O:17])[O:15][CH2:16][C:12]=3[CH:11]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[F:20][C:21]1[CH:28]=[C:27]([CH2:29][CH:30]=O)[C:26]([F:32])=[CH:25][C:22]=1[C:23]#[N:24]>>[F:20][C:21]1[CH:28]=[C:27]([CH2:29][CH2:30][N:5]2[CH2:6][CH2:7][N:2]([CH2:8][CH2:9][C:10]3[CH:11]=[C:12]4[C:13](=[CH:18][CH:19]=3)[C:14](=[O:17])[O:15][CH2:16]4)[CH2:3][CH2:4]2)[C:26]([F:32])=[CH:25][C:22]=1[C:23]#[N:24]

Participants

3

Reactant 2

HCID 666467325-(2-piperazin-1-ylethyl)-2-benzofuran-1(3H)-one hydrochlorideHCID 866944812,5-Difluoro-4-(2-oxoethyl)benzonitrile

Product 1

HCID 680718852,5-Difluoro-4-[2-[4-[2-(1-oxo-3H-isobenzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]benzonitrile

Procedure

2,5-Difluoro-4-[2-[4-[2-(1-oxo-3H-isobenzofuran-5-yl)ethyl]piperazin-1-yl]ethyl]benzonitrile was prepared in a similar fashion to that described for the synthesis of Example 38 starting from 5-[2-(piperazin-1-yl)ethyl]-2-benzofuran-1(3H)-one hydrochloride and 2,5-difluoro-4-(2-oxoethyl)benzonitrile. LC-MS (IE, m/z): 412.1 [M+1]+. (0.23 μM)

Sources & evidence

ORD record
ord-071b6495a0814434a7f523cb23ae6635
Source dataset
uspto-grants-2015_07
Patent number
US09073882B2

Reaction notes

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