Dichloromethane → 4-((cis-3-fluoropiperidin-4-yl)methoxy)-N-isobutyl-N-(5-isopropyl-3-methylpyridin-2-yl)benzenesulfonamide

HRID 594163Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594163
[F:1][C@H:2]1[C@@H:7]([CH2:8][O:9][C:10]2[CH:15]=[CH:14][C:13]([S:16](=[O:33])(=[O:32])[N:17]([CH2:28][CH:29]([CH3:31])[CH3:30])[C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH:25]([CH3:27])[CH3:26])=[CH:20][N:19]=3)=[CH:12][CH:11]=2)[CH2:6][CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.ClCCl>FC(F)(F)C(O)=O>[F:1][C@H:2]1[C@@H:7]([CH2:8][O:9][C:10]2[CH:11]=[CH:12][C:13]([S:16]([N:17]([CH2:28][CH:29]([CH3:31])[CH3:30])[C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH:25]([CH3:26])[CH3:27])=[CH:20][N:19]=3)(=[O:32])=[O:33])=[CH:14][CH:15]=2)[CH2:6][CH2:5][NH:4][CH2:3]1

Komponenten

4

Edukt 2

HCID 6344DichloromethaneHCID 117925923tert-butyl cis-3-fluoro-4-((4-(N-isobutyl-N-(5-isopropyl-3-methylpyridin-2-yl)sulfamoyl)phenoxy)methyl)piperidine-1-carboxylate

Produkt 1

HCID 898761154-((cis-3-fluoropiperidin-4-yl)methoxy)-N-isobutyl-N-(5-isopropyl-3-methylpyridin-2-yl)benzenesulfonamideAusbeute 51,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

tert-Butyl cis-3-fluoro-4-((4-(N-isobutyl-N-(5-isopropyl-3-methylpyridin-2-yl)sulfamoyl)phenoxy)methyl)piperidine-1-carboxylate (53 mg, 0.09 mmol) was dissolved in trifluoroacetic acid (TFA) (1 mL) and dichloromethane (DCM) (1 mL) and stirred under nitrogen, at room temperature for 30 minutes. The reaction was concentrated under a stream of nitrogen, then purified by mass directed autoprep (ammonium carbonate modifier) to give the title compound (22 mg). LCMS (2 min, formic) Rt 1.06 min, m/z (ES+) 478 (M+H).

Aufarbeitung

  1. concentrationThe reaction was concentrated under a stream of nitrogen
  2. custompurified by mass

Quellen und Nachweise

ORD-Eintrag
ord-9014d75eece34e6785ce1213f553a6d1
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242972B2

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