Acrylonitrile → HCID 57936172, compound

HRID 1435053Notes

Reaction equation

HRID 1435053 reaction equation
Cl[C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]3[CH:16]=[CH:15][N:14]=[C:13]([NH:17][CH:18]4[CH2:23][C:22]([CH3:25])([CH3:24])[NH:21][C:20]([CH3:27])([CH3:26])[CH2:19]4)[N:12]=3)=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[C:28](#[N:31])[CH:29]=[CH2:30].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>>[CH3:26][C:20]1([CH3:27])[CH2:19][CH:18]([NH:17][C:13]2[N:12]=[C:11]([C:6]3[C:5]4[C:9](=[CH:10][C:2](/[CH:30]=[CH:29]/[C:28]#[N:31])=[CH:3][CH:4]=4)[NH:8][CH:7]=3)[CH:16]=[CH:15][N:14]=2)[CH2:23][C:22]([CH3:24])([CH3:25])[NH:21]1

Participants

4

Reactant 3

HCID 7855AcrylonitrileHCID 2724141Tetrabutylammonium FluorideHCID 57936120HCID 57936120, compound

Product 1

HCID 57936172HCID 57936172, compound

Procedure

The title compound was prepared by the general Heck procedure described in Example 256, using the SEM-protected intermediate of Example 229 and acrylonitrile, followed by TBAF deprotection of the SEM group.

Sources & evidence

ORD record
ord-f312f6ea7cd5431b971d8db70e5b7c52
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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