Hydrochloric Acid → Dodecane-1-sulfonic acid [5-(5,6-difluoro-1H-indol-2-yl)-methoxy-phenyl]-amide

HRID 25508

Reaktionsgleichung

Reaktionsgleichung von HRID 25508
[CH2:1]([S:13](Cl)(=[O:15])=[O:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[F:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][C:26]=1[F:27])[NH:23][C:22]([C:28]1[CH:29]=[CH:30][C:31]([O:35][CH3:36])=[C:32]([NH2:34])[CH:33]=1)=[CH:21]2.O.Cl>N1C=CC=CC=1>[F:17][C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][C:26]=1[F:27])[NH:23][C:22]([C:28]1[CH:29]=[CH:30][C:31]([O:35][CH3:36])=[C:32]([NH:34][S:13]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:15])=[O:14])[CH:33]=1)=[CH:21]2

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 66280Dodecylsulfonyl chlorideHCID 99434395-(5,6-difluoro1H-indol-2-yl)-2-methoxy-phenylamine

Produkt 1

HCID 10300955Dodecane-1-sulfonic acid [5-(5,6-difluoro-1H-indol-2-yl)-methoxy-phenyl]-amideAusbeute 44,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

1-Dodecanesulfonyl chloride (0.3 g, 1.1 mmol) was added to a stirred solution of 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenyl-amine from Example 3 (0.3 g, 1.11 mmol) in pyridine (3 mL) under an inert atmosphere at room temperature. After approximately 20 hours the mixture was poured into water (30 mL), stirred, and acidified with aqueous HCl. After several hours the precipitate was filtered off, rinsed three times with water, and dried. Recrystallization from ethanol afforded the product (0.25 g), mp 148-149° C.

Aufarbeitung

  1. filtrationAfter several hours the precipitate was filtered off
  2. washrinsed three times with water
  3. customdried
  4. customRecrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-d578a370dc0942399ec5b135fdf01bfd
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858739B2

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