N-(6,6-dimethyl bicyclo[3.1.1]heptan-2-yl)-4-(4-hydroxybut-1-ynyl)benzenesulphonamide → N-(3-(4-(Diethoxymethyl)phenyl)propyl)-4-fluorobenzenamine

HRID 717656Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 717656
[CH2:1]([O:3][CH:4]([O:22][CH2:23][CH3:24])[C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][CH2:13][NH:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)=[CH:7][CH:6]=1)[CH3:2].CC1(C)C2CC1CCC2NS(C1C=CC(C#CCCO)=CC=1)(=O)=O>>[CH2:1]([O:3][CH:4]([O:22][CH2:23][CH3:24])[C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][CH2:13][NH:14][C:15]2[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=2)=[CH:9][CH:10]=1)[CH3:2]

Komponenten

3

Edukt 2

HCID 66614933N-(6,6-dimethyl bicyclo[3.1.1]heptan-2-yl)-4-(4-hydroxybut-1-ynyl)benzenesulphonamideHCID 66615117N-(3-(4-(Diethoxymethyl)phenyl)prop-2-ynyl)-4-fluorobenzenamine

Produkt 1

HCID 66615110N-(3-(4-(Diethoxymethyl)phenyl)propyl)-4-fluorobenzenamineAusbeute 96 %

Versuchsvorschrift

When the product of Step A was substituted for N-(6,6-dimethylbicyclo[3.1.1]heptan-2-yl)-4-(4-hydroxybut-1-ynyl)benzene sulphonamide in Example 18, Step C, the similar process afforded the title crude product (0.195 g; 96%) as creamy paste. 1H-NMR (CDCl3) 7.35 (d, 2H, J=8.01 Hz); 7.14 (d, 2H, J=8.1 Hz); 6.85 (t, 2H, J=7.54 Hz); 6.51-6.45 (m, 2H); 5.46 (s, 1H); 3.73-3.48 (m, 4H); 3.07 (t, 2H, J=6.97 Hz); 2.71 (t, 2H, 7.45 Hz); 1.96-1.85 (m, 2H); 1.22 (t, 6H, J=7.07 Hz).

Quellen und Nachweise

ORD-Eintrag
ord-dca54e6ee5d74f38b0601da7253436f4
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09193716B2

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