Pyridine → HCID 23114713, Verbindung

HRID 2080485Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2080485
[Cl:1][C:2]1[C:3]([CH:9]([C:20]2[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=2[F:27])[S:10]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.N1C=CC=CC=1.[CH3:34][S:35](Cl)(=[O:37])=[O:36]>C(Cl)Cl>[Cl:1][C:2]1[C:3]([CH:9]([C:20]2[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=2[F:27])[S:10]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[CH:4][C:5]([NH:8][S:35]([CH3:34])(=[O:37])=[O:36])=[N:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 23114571HCID 23114571, Verbindung

Produkt 1

HCID 23114713HCID 23114713, VerbindungAusbeute 38 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a methylene chloride solution (10.0 ml) of [5-chloro-4-[(2,5-difluorophenyl)-(4-fluorophenylsulfonyl)methyl]pyridin-2-yl]amine (114 mg, 0.276 mmol) was added pyridine (440 μl, 5.5 mmol). To the resulting mixture was added methanesulfonyl chloride (addition of 77 μl once a day for 3 days, 230 μl in total, 3.0 mmol). The resulting mixture was stirred for 4 days in total. The reaction mixture was concentrated under reduced pressure. The residue thus obtained was purified by silica gel chromatography (hexane:ethyl acetate=2:1), followed by crystallization in ether to give the title compound (51 mg, 38%) as a white solid.

Aufarbeitung

  1. additionaddition of 77 μl once a day for 3 days
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customThe residue thus obtained
  4. customwas purified by silica gel chromatography (hexane:ethyl acetate=2:1)
  5. customfollowed by crystallization in ether

Quellen und Nachweise

ORD-Eintrag
ord-26897adad51748c9a1f6d9968ee14b29
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932271B2

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