Methanesulfonyl chloride → N-(3-(6-chloro-4-iodopyridin-2-ylamino)cyclohexyl)methanesulfonamide

HRID 390102

Reaktionsgleichung

Reaktionsgleichung von HRID 390102
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH:11]([NH2:15])[CH2:10]2)[CH:5]=[C:4]([I:16])[CH:3]=1.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>N1C=CC=CC=1>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][S:18]([CH3:17])(=[O:20])=[O:19])[CH2:10]2)[CH:5]=[C:4]([I:16])[CH:3]=1

Komponenten

4

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 86649873N1-(6-chloro-4-iodopyridin-2-yl)cyclohexane-1,3-diamine

Produkt 1

HCID 87178324N-(3-(6-chloro-4-iodopyridin-2-ylamino)cyclohexyl)methanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of EXAMPLE 11A (100 mg, 0.3 mmol) in pyridine (5 mL) was added methanesulfonyl chloride (50 mg, 0.4 mmol). The mixture was stirred at ambient temperature for 5 h and partitioned between ethyl acetate and brine. The organic phase was washed with brine and concentrated. The residue was purified by flash chromatography on silica gel eluting with ethyl acetate to provide the title compound. Yield: 100 mg (82%). MS (DCI/NH3) m/z 430 (M+H)+.

Aufarbeitung

  1. custompartitioned between ethyl acetate and brine
  2. washThe organic phase was washed with brine
  3. concentrationconcentrated
  4. customThe residue was purified by flash chromatography on silica gel eluting with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-9a914a045aa04c59866671a9903bff04
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383624B2

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