Iodoethane → Ethyl 2-isonicotinoylthiophene-3-carboxylate

HRID 1498885Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1498885
[C:1]([C:9]1[S:10][CH:11]=[CH:12][C:13]=1[C:14]([OH:16])=[O:15])(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].[CH3:23][CH2:24]I>CC#N>[C:1]([C:9]1[S:10][CH:11]=[CH:12][C:13]=1[C:14]([O:16][CH2:23][CH3:24])=[O:15])(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 10796Cesium carbonateHCID 866831162-Isonicotinoylthiophene-3-carboxylic acid

Produkt 1

HCID 86683117Ethyl 2-isonicotinoylthiophene-3-carboxylateAusbeute 85,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

To a solution of 2-isonicotinoylthiophene-3-carboxylic acid (2.2 g, 9.4 mmol) from example 2.1 and Cs2CO3 (6.2 g, 18.9 mmol) in CH3CN (500 mL) was added CH3CH2I (2.9 g, 18.9 mmol) dropwise. The mixture was stirred at 30° C. for 48 h. The mixture was filtered and concentrated to give the title compound (2.1 g, 85.5% yield) as yellow oil. LC-MS (Method A): m/z 340 (M+H)+, Rt: 0.81 min.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b52c70d465e6462fb1f79944b0275241
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09200005B2

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