Acetyl chloride → n-(4-Amino-5-cyano-6-ethylpyridin-2-yl)acetamide

HRID 1364534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1364534
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH2:10][CH3:11])[N:5]=[C:4]([NH2:12])[CH:3]=1.[C:13](Cl)([CH3:15])=[O:14]>N1C=CC=CC=1>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH2:10][CH3:11])[N:5]=[C:4]([NH:12][C:13](=[O:14])[CH3:15])[CH:3]=1

Komponenten

4

Edukt 2

HCID 6367Acetyl chlorideHCID 451224114,6-Diamino-2-ethyl-nicotinonitrile

Produkt 1

HCID 66920553n-(4-Amino-5-cyano-6-ethylpyridin-2-yl)acetamideAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

The 4,6-diamino nicotinonitrile from Example 101A (35 mg, 0.22 mmol) was dissolved in 0.5 mL of anhydrous pyridine. AcCl was then dropped in until the TLC shows the starting material was completely consumed (appr. 150 μL of AcCl used). Water was then added, the light-yellow precipitate was collected through filtration and dried in vacuum oven to provide the titled compound (30 mg, 68% yield). 1H NMR (300 MHz, DMSO-d6) δ 10.28 (s, 1H), 7.39 (s, 1H), 6.82 (s, 2H), 2.66 (q, J=7.5 Hz, 2H), 2.06 (s, 3H), 1.19 (t, J=7.5 Hz, 3H). MS (ESI) m/e 205 (M+H)+.

Aufarbeitung

  1. customwas completely consumed (appr. 150 μL of AcCl used)
  2. additionWater was then added
  3. filtrationthe light-yellow precipitate was collected through filtration
  4. customdried in vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-af22593d54de447992803a4fa80028ad
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07888374B2

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