Hydrochloric Acid → N-(3,5-Difluoro-4-iodopyridin-2-yl)propane-1-sulfonamide

HRID 710572Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 710572
[F:1][C:2]1[C:3]([N:10](S(CCC)(=O)=O)[S:11]([CH2:14][CH2:15][CH3:16])(=[O:13])=[O:12])=[N:4][CH:5]=[C:6]([F:9])[C:7]=1[I:8].Cl>[OH-].[Na+]>[F:1][C:2]1[C:3]([NH:10][S:11]([CH2:14][CH2:15][CH3:16])(=[O:13])=[O:12])=[N:4][CH:5]=[C:6]([F:9])[C:7]=1[I:8]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 67366767N-(3,5-Difluoro-4-iodopyridin-2-yl)-N-(propylsulfonyl)propane-1-sulfonamide

Produkt 1

HCID 86686187N-(3,5-Difluoro-4-iodopyridin-2-yl)propane-1-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

Crude N-(3,5-Difluoro-4-iodopyridin-2-yl)-N-(propylsulfonyl)propane-1-sulfonamide (obtained in Step 1) was stirred with 5% aqueous sodium hydroxide solution (20 ml) at 60° C. for 1 h. The cooled reaction mixture was then acidified with 10% hydrochloric acid to pH<2 and extracted with DCM. The combined extracts were dried over sodium sulfate, filtered, and concentrated. The residue was chromatographed on silica gel (20-30% ethyl acetate in hexanes eluant) to provide the title compound. MS m/z 363.1 (M+1).

Aufarbeitung

  1. customThe cooled reaction mixture
  2. extractionextracted with DCM
  3. dry with materialThe combined extracts were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel (20-30% ethyl acetate in hexanes eluant)

Quellen und Nachweise

ORD-Eintrag
ord-07c72adc46f04d1a829582da38132b7b
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181238B2

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