4-Fluorobenzenesulfonamide → (S)-(-)-4-[4-[2-(Isochroman-1-yl)ethyl]-cis-3,5-dimethylpiperazin-1-yl]benzenesulfonamide

HRID 1417853

Reaktionsgleichung

Reaktionsgleichung von HRID 1417853
[CH3:1][CH:2]1[NH:7][CH:6]([CH3:8])[CH2:5][N:4]([C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH2:18])(=[O:17])=[O:16])=[CH:11][CH:10]=2)[CH2:3]1.N1(C2C=CC(S(N)(=O)=O)=CC=2)CCNCC1.FC1C=CC(S(N)(=O)=O)=CC=1.Cl[CH2:47][CH2:48][CH:49]1[C:58]2[C:53](=[CH:54][CH:55]=[CH:56][CH:57]=2)[CH:52](C)[CH2:51][O:50]1.C[C@H]1CNC[C@@H](C)N1>>[C@H:49]1([CH2:48][CH2:47][N:7]2[C@@H:6]([CH3:8])[CH2:5][N:4]([C:9]3[CH:10]=[CH:11][C:12]([S:15]([NH2:18])(=[O:16])=[O:17])=[CH:13][CH:14]=3)[CH2:3][C@H:2]2[CH3:1])[C:58]2[C:53](=[CH:54][CH:55]=[CH:56][CH:57]=2)[CH2:52][CH2:51][O:50]1

Komponenten

6

Edukt 5

HCID 1202314-FluorobenzenesulfonamideHCID 9018974-(Piperazin-1-yl)benzene-1-sulfonamideHCID 6950261rel-(2R,6S)-2,6-dimethylpiperazine2×HCID 232888314-(3,5-Dimethylpiperazin-1-yl)benzenesulfonamideHCID 232889381-(2-Chloroethyl)-4-methyl-isochroman

Produkt 1

HCID 21308103(S)-(-)-4-[4-[2-(Isochroman-1-yl)ethyl]-cis-3,5-dimethylpiperazin-1-yl]benzenesulfonamide

Versuchsvorschrift

Following the general procedure of EXAMPLE 49 and making non-critical variations 2-(isochroman-1-yl)ethanol-O-methanesulfonate (LXXX, 0.412 g) and 4-(3,5-dimethylpiperazin-1-yl)benzenesulfonamide [(IV), 0.433 g; prepared from 4-fluorobenzenesulfonamide, III, and cis-2,6-dimethylpiperazine, II (Aldrich), by the method of EXAMPLE 47] gives the title compound; mp 170°-175°(decomp)°; MS (m/z) 429; IR (mineral oil) 1153, 1596, 1325, 1162 and 1096 cm-1.

Quellen und Nachweise

ORD-Eintrag
ord-407aa15ecd6d47ce9d50bb10e0b5863d
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05877317

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