Triethylamine → N-[1-(2',5',5-Trifluoro-1,1'-biphenyl-2-yl)ethyl]-3-methoxybenzenesulfonamide

HRID 2181918

Reaktionsgleichung

Reaktionsgleichung von HRID 2181918
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:9](Cl)(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([F:20])=[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]=[CH:18][C:17]([F:20])=[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:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)(=[O:11])=[O:10])[CH3:29]

Komponenten

4

Edukt 3

HCID 8471TriethylamineHCID 27375043-Methoxybenzenesulfonyl chlorideHCID 224822791-(2',5',5-Trifluoro-1,1'-biphenyl-2-yl)ethylamine

Produkt 1

HCID 22482389N-[1-(2',5',5-Trifluoro-1,1'-biphenyl-2-yl)ethyl]-3-methoxybenzenesulfonamideAusbeute 100 %

Versuchsvorschrift

The title compound was prepared from 3-methoxybenzenesulfonyl chloride (153 mg, 0.74 mmol), 1-(-2′,5′,5-trifluoro-1,1′-biphenyl-2-yl)ethylamine (177 mg, 0.70 mmol), and triethylamine (147 uL, 1.1 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 (295 mg, 100%) 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-4f2e9c43accc4ec891d7b521905263d2
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06894061B2

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