Oxalyl chloride → 3-Pyridinecarbonyl chloride, 6-(2,2,2-trifluoroethoxy)-

HRID 341477Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 341477
[F:1][C:2]([F:15])([F:14])[CH2:3][O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][N:6]=1.C(Cl)(=O)C([Cl:19])=O>ClCCCl>[F:1][C:2]([F:15])([F:14])[CH2:3][O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9]([Cl:19])=[O:10])=[CH:7][N:6]=1

Komponenten

4

Edukt 2

HCID 65578Oxalyl chlorideHCID 27810286-(2,2,2-Trifluoroethoxy)pyridine-3-carboxylic acid

Produkt 1

HCID 235127223-Pyridinecarbonyl chloride, 6-(2,2,2-trifluoroethoxy)-Ausbeute 102 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

To 6-(2,2,2-trifluoro-ethoxy)-nicotinic acid (100 mg, 0.45 mmol) was added DCE (5 mL) and oxalyl chloride (60 ul, 0.68 mmol) under an atmosphere of nitrogen. The mixture was stirred at rt for 1.5 h then heated at 80 C for 2 h and after cooling to room temperature, evaporated to give the title compound as a pale yellow oil (110 mg, 100%). Method C HPLC-MS (in MeOH, identifying the methyl ester): MH+ requires m/z=236. Found: m/z=236, Rt=1.41 min (95%).

Aufarbeitung

  1. temperaturethen heated at 80 C for 2 h
  2. temperatureafter cooling to room temperature
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d3be77bdd860451bb68698dc436494ad
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895733B2

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