4-Methoxybenzenesulfonyl chloride → N-[1-(2',4',5-Trifluoro-1,1'-biphenyl-2-yl)ethyl]-4-methoxybenzenesulfonamide

HRID 2181909

Reaktionsgleichung

Reaktionsgleichung von HRID 2181909
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9](Cl)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[F:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:15]=1[C:21]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:22]=1[CH:28]([NH2:30])[CH3:29].C(N(CC)CC)C>>[F:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:15]=1[C:21]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:22]=1[CH:28]([NH:30][S:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)(=[O:11])=[O:10])[CH3:29]

Komponenten

4

Edukt 3

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 8471TriethylamineHCID 224823821-(2',4',5-Trifluoro-1,1'-biphenyl-2-yl)ethylamine

Produkt 1

HCID 22482340N-[1-(2',4',5-Trifluoro-1,1'-biphenyl-2-yl)ethyl]-4-methoxybenzenesulfonamideAusbeute 70 %

Versuchsvorschrift

The title compound was prepared from 4-methoxybenzenesulfonyl chloride (146 mg, 0.7 mmol), 1-(-2′,4′,5-trifluoro-1,1′-biphenyl-2-yl)ethylamine (169 mg, 0.67 mmol), and triethylamine (187 μL, 1.3 mmol) according to the procedure and in the same manner as described in Example 105, step c. The product was purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g), eluting with a gradient of 30%-50% methyl tert-butyl ether in hexane (35 min), to afford the desired compound (197 mg, 70%) as a white solid;

Aufarbeitung

  1. customThe product was purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g)
  2. washeluting with a gradient of 30%-50% methyl tert-butyl ether in hexane (35 min)

Quellen und Nachweise

ORD-Eintrag
ord-dfd8cad47b7245c2af27b0850ed039c6
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06894061B2

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