Triethylamine → HCID 89996006, Verbindung

HRID 1480835Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1480835
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[N:16]=[CH:15][CH:14]=[C:13]3[C:8]=2[CH:9]=[C:10]([OH:17])[N:11]=[CH:12]3)[CH:4]=[N:3]1.[O:18](S(C(F)(F)F)(=O)=O)[S:19]([C:22]([F:25])([F:24])[F:23])(=O)=[O:20].C(N(CC)CC)C>C(Cl)Cl>[F:23][C:22]([F:25])([F:24])[S:19]([O:17][C:10]1[N:11]=[CH:12][C:13]2[C:8]([CH:9]=1)=[C:7]([C:5]1[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=1)[N:16]=[CH:15][CH:14]=2)(=[O:20])=[O:18]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 67749Trifluoromethanesulfonic anhydrideHCID 178480127HCID 178480127, Verbindung

Produkt 1

HCID 89996006HCID 89996006, VerbindungAusbeute 59,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 5-(1-methyl-1H-pyrazol-4-yl)-2,6-naphthyridin-3-ol (Preparation 89, 15 mg, 0.066 mmol) in DCM (0.5 mL) was added Tf2O (0.013 mL, 0.080 mmol) and triethylamine (9.3 uL, 0.066 mmol). The reaction mixture was stirred at room temperature under 1 hour. The reaction mixture was concentrated in vacuo. The residue was passed through a SCX-2 cartridge eluting with 100% MeOH—1M NH3 in MeOH to give the title compound (14 mg, 59%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. washeluting with 100% MeOH—1M NH3 in MeOH

Quellen und Nachweise

ORD-Eintrag
ord-1f2812c9063c446cb3e92e33b2ad03f1
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09409907B2

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