N,N-Dimethylacrylamide → HCID 57936219, compound

HRID 1435056Notes

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.[CH3:28][N:29]([CH3:34])[C:30](=[O:33])[CH:31]=[CH2:32].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>>[CH3:28][N:29]([CH3:34])[C:30](=[O:33])/[CH:31]=[CH:32]/[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]([CH3:24])([CH3:25])[NH:21][C:20]([CH3:27])([CH3:26])[CH2:19]2)[N:12]=1

Participants

Reactant 3

HCID 17587N,N-Dimethylacrylamide

HCID 2724141Tetrabutylammonium Fluoride

HCID 57936350HCID 57936350, compound

Product 1

HCID 57936219HCID 57936219, 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 N,N-dimethyl-acrylamide, followed by TBAF deprotection of the SEM group.

Sources & evidence

ORD record: ord-7929877ac774482e90b2870b3089e598
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07615562B2

Reaction notes

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