Acrylonitrile → HCID 57936274, compound

HRID 1435051Notes

Reaction equation

HRID 1435051 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][C:3]=1[F:28].[C:29](#[N:32])[CH:30]=[CH2:31].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>>[F:28][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:2]=1/[CH:31]=[CH:30]/[C:29]#[N:32])[NH:8][CH:7]=[C:6]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

Participants

4

Reactant 3

HCID 7855AcrylonitrileHCID 2724141Tetrabutylammonium FluorideHCID 57936214HCID 57936214, compound

Product 1

HCID 57936274HCID 57936274, compound

Procedure

The title compound was prepared by the general Heck procedure described in Example 256, using the SEM-protected intermediate of Example 253 and acrylonitrile, followed by TBAF deprotection of the SEM group.

Sources & evidence

ORD record
ord-a205d9e03ba94b4a8761406d649dc75a
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

Loading…