Triethyl 4-phosphonocrotonate, mixture of isomers → (2E,4E)-N-Isobutyl 12-(6-trifluoromethyl-2-quinolinyloxy) dodeca-2,4-dienamide

HRID 1196552Notes

Reaction equation

HRID 1196552 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:8]=2)[N:3]=1.CCO[C:19](/[CH:21]=[CH:22]/[CH2:23]P(OCC)(OCC)=O)=[O:20]>>[CH2:4]([NH:3][C:19](=[O:20])/[CH:21]=[CH:22]/[CH:23]=[CH:5]/[CH2:6][CH2:7][CH2:12][CH2:23][CH2:22][CH2:21][CH2:19][O:20][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]([F:15])([F:14])[F:13])[CH:8]=2)[N:3]=1)[CH:9]([CH3:10])[CH3:8]

Participants

3

Reactant 2

HCID 5365783Triethyl 4-phosphonocrotonate, mixture of isomersHCID 109114112-Chloro-6-(trifluoromethyl)quinoline2×

Product 1

HCID 23172662(2E,4E)-N-Isobutyl 12-(6-trifluoromethyl-2-quinolinyloxy) dodeca-2,4-dienamide

Procedure

Starting from 2-chloro-6-trifluoromethylquinoline (prepared as for Compound 23 starting from 4-trifluoromethyl aniline (ex. Aldrich)), and using triethyl 4-phosphonocrotonate.

Sources & evidence

ORD record
ord-99352605a4a04fa08bc677ca164bbf7b
Source dataset
uspto-grants-1992_05
Patent number
US05114940

Reaction notes

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