Triethylamine → N-(1-(4-(pyridin-2-yl)pyrimidin-2-yl)piperidin-4-yl)methanesulfonamide

HRID 2172869Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2172869
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:5]=[CH:4][N:3]=1.[NH:14]1[CH2:19][CH2:18][CH:17]([NH:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH2:16][CH2:15]1.CCN(CC)CC.CCOC(C)=O>CC#N>[N:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:6]1[CH:5]=[CH:4][N:3]=[C:2]([N:14]2[CH2:15][CH2:16][CH:17]([NH:20][S:21]([CH3:24])(=[O:22])=[O:23])[CH2:18][CH2:19]2)[N:7]=1

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 161222912-Chloro-4-(pyridin-2-yl)pyrimidineHCID 16227261N-(Piperidin-4-yl)methanesulfonamide

Produkt 1

HCID 67508213N-(1-(4-(pyridin-2-yl)pyrimidin-2-yl)piperidin-4-yl)methanesulfonamideAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A solution of 2-chloro-4-(pyridin-2-yl)pyrimidine (0.576 g, 3 mmol), N-(piperidin-4-yl)methanesulfonamide (0.64 g, 3.6 mmol) and Et3N (0.77 mL, 6 mmol) in CH3CN (15 mL) was refluxed for 2 h and TLC (petroleum:EtOAc=5:1) showed the reaction was complete. The reaction mixture was concentrated and purified by chromatography, eluted with CH2Cl2:MeOH (10:1 to 5:1) to give the title compound (0.78 g, 78%) as a yellow oil.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by chromatography
  3. washeluted with CH2Cl2:MeOH (10:1 to 5:1)

Quellen und Nachweise

ORD-Eintrag
ord-7662f2ac1bae4eda877f713096552496
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09056865B2

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