Benzylamine → n-Benzyl-4-(2-oxo-4-trifluoromethyl-1,2-dihydroquinolin-6-ylmethyl)benzenesulfonamide

HRID 11802

Reaktionsgleichung

Reaktionsgleichung von HRID 11802
[O:1]=[C:2]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=3)[CH:8]=2)[NH:3]1.[CH2:27]([NH2:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH2:27]([NH:34][S:23]([C:20]1[CH:21]=[CH:22][C:17]([CH2:16][C:7]2[CH:8]=[C:9]3[C:4](=[CH:5][CH:6]=2)[NH:3][C:2](=[O:1])[CH:11]=[C:10]3[C:12]([F:15])([F:14])[F:13])=[CH:18][CH:19]=1)(=[O:25])=[O:24])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Komponenten

3

Edukt 2

HCID 7504BenzylamineHCID 219767284-(2-Oxo-4-trifluoromethyl-1,2-dihydroquinolin-6-ylmethyl)benzenesulfonyl chloride

Produkt 1

HCID 11190640n-Benzyl-4-(2-oxo-4-trifluoromethyl-1,2-dihydroquinolin-6-ylmethyl)benzenesulfonamideAusbeute 61,9 %

Versuchsvorschrift

Reaction of 4-(2-oxo-4-trifluoromethyl-1,2-dihydroquinolin-6-ylmethyl)benzene-sulfonyl chloride (Preparation 1, 26 mg, 65 μmol) with an excess of BnNH2 (280 mg, 2600 μmol), by the method described for Example 1, generated the title compound (19 mg, 61%): δH ((CD3)2SO)=3.95 (d, 2H), 4.15 (s, 2H), 7.00 (s, 1H), 7.15–7.25 (m, 5H), 7.35–7.45 (m, 3H), 7.50 (d, 1H), 7.55 (s, 1H), 7.70 (d, 2H), 8.05 (t, 1H); m/z (ES+)=514.2 [M+H +MeCN]+.

Quellen und Nachweise

ORD-Eintrag
ord-cbdf752bc7c248abbc942b21d3cffc35
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098340B2

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