Methanesulfonyl chloride → HCID 68511606, Verbindung

HRID 1716295Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1716295
[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][NH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)=[CH:14][CH:13]=2)[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[CH3:26][S:27](Cl)(=[O:29])=[O:28]>C(Cl)Cl.N1C=CC=CC=1.C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][N:11]([C:12]2[CH:13]=[CH:14][C:15]([O:18][C:19]3[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=3)=[CH:16][CH:17]=2)[S:27]([CH3:26])(=[O:29])=[O:28])[C:5]([O:8][CH3:9])=[N:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 68512931HCID 68512931, Verbindung

Produkt 1

HCID 68511606HCID 68511606, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 21875418Pyridine methylene chlorideLösungsmittel

Versuchsvorschrift

To a solution of (5-bromo-2-methoxy-pyridin-3-ylmethyl)-(4-p-tolyloxy-phenyl)-amine (0.73 g, 1.82 mmol) from Step A in CH2Cl2/pyridine (6 mL/3 mL) was dropwise added methylsulfonyl chloride (0.17 mL, 2.2 mmol) at 0° C. The resulting mixture was warmed to room temperature and stirred overnight. The reaction was then diluted with CH2Cl2 and washed with aqueous HCl (3N) to remove pyridine. The organic layer was then brought to the usual work-up. The crude product was purified by chromatography (silica gel, 30% EtOAc/hexanes). MS (EI) 477, 479 (M+H)+.

Aufarbeitung

  1. customat 0° C
  2. washwashed with aqueous HCl (3N)
  3. customto remove pyridine
  4. customThe crude product was purified by chromatography (silica gel, 30% EtOAc/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-6622d5547d9c4579bbe6e7789cc39e28
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07803793B2

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