Tert-butyl(4-cyano-2-ethynylphenoxy)acetate → Tert-butyl(4-cyano-2-{[2-isopropyl-5-(methylsulfonyl)phenyl]ethynyl}phenoxy)acetate
Reaktionsgleichung
[C:1]([O:5][C:6](=[O:19])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][C:10]=1[C:17]#[CH:18])([CH3:4])([CH3:3])[CH3:2].I[C:21]1[CH:26]=[C:25]([S:27]([CH3:30])(=[O:29])=[O:28])[CH:24]=[CH:23][C:22]=1[CH:31]([CH3:33])[CH3:32]>>[C:1]([O:5][C:6](=[O:19])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]#[N:16])=[CH:11][C:10]=1[C:17]#[C:18][C:23]1[CH:24]=[C:25]([S:27]([CH3:30])(=[O:28])=[O:29])[CH:26]=[CH:21][C:22]=1[CH:31]([CH3:33])[CH3:32])([CH3:4])([CH3:3])[CH3:2]Komponenten
3
Versuchsvorschrift
Following the general method as outlined in Intermediate 79, starting from (4-cyano-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 46) and 2-iodo-1-isopropyl-4-(methylsulfonyl)benzene (Intermediate 91), the title compound was obtained as a brown solid in 74% yield after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.