Water → 3-(3-Methylbutanamido)isonicotinic acid

HRID 1867456Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1867456
[NH2:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:11](Cl)(=[O:16])[CH2:12][CH:13]([CH3:15])[CH3:14].O>CN(C=O)C>[CH3:14][CH:13]([CH3:15])[CH2:12][C:11]([NH:1][C:2]1[CH:10]=[N:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])=[O:16]

Komponenten

5

Edukt 3

HCID 962WaterHCID 66054Isovaleryl chlorideHCID 4595313-Aminoisonicotinic acid

Produkt 1

HCID 643935913-(3-Methylbutanamido)isonicotinic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 3-aminoisonicotinic acid 1-1 (3.89 g, 28.16 mmol) in DMF at 0° C. was added isovaleryl chloride (3.73 g, 30.97 mmol) and the reaction was stirred at 0° C. After 2.5 h, water was added to the reaction mixture and a precipitate formed which was collected by filtration and washed with ether to afford the title compound as a bone colored powder. 1H NMR (500 MHz, CDCl3) δ 0.95 (d, J=7 Hz, 6H), 2.06-2.13 (m, 1H), 2.27 (d, J=7 Hz, 2H), 7.73 (d, J=4.5 Hz, 1H), 8.41 (d, J=5 Hz, 1H), 9.37 (s, 1H). MS [M+H] C11H14N2O3=223.1.

Aufarbeitung

  1. customa precipitate formed which
  2. filtrationwas collected by filtration
  3. washwashed with ether

Quellen und Nachweise

ORD-Eintrag
ord-acffe45a5a3a4c96bcb9ba1d9032b159
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07632839B2

Notizen zur Reaktion

Wird geladen…