Acrylonitrile → HCID 57936319, compound

HRID 1435055Notes

Reaction equation

HRID 1435055 reaction equation
Cl[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][CH:8]=[C:7]2[C:11]1[CH:16]=[CH:15][N:14]=[C:13]([NH:17][CH:18]2[CH2:23][C:22]([CH3:25])([CH3:24])[NH:21][C:20]([CH3:27])([CH3:26])[CH2:19]2)[N:12]=1.[C:28](#[N:31])[CH:29]=[CH2:30].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>>[CH3:24][C:22]1([CH3:25])[CH2:23][CH:18]([NH:17][C:13]2[N:12]=[C:11]([C:7]3[C:6]4[C:10](=[C:2](/[CH:30]=[CH:29]/[C:28]#[N:31])[CH:3]=[CH:4][CH:5]=4)[NH:9][CH:8]=3)[CH:16]=[CH:15][N:14]=2)[CH2:19][C:20]([CH3:27])([CH3:26])[NH:21]1

Participants

4

Reactant 3

HCID 7855AcrylonitrileHCID 2724141Tetrabutylammonium FluorideHCID 57936350HCID 57936350, compound

Product 1

HCID 57936319HCID 57936319, compound

Procedure

The title compound was prepared by the general Heck procedure described in Example 256, using the SEM-protected intermediate of Example 228 and acrylonitrile, followed by TBAF deprotection of the SEM group.

Sources & evidence

ORD record
ord-f125742ccf3f4d36a774bb87c3407566
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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