2-Aminopyridine → 6-amino-3-Pyridinepropanol

HRID 1355501Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1355501
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]#[C:9][CH2:10][OH:11])=[CH:4][CH:3]=1.NC1C=CC=CN=1>CCO.[OH-].[OH-].[Pd+2]>[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 104392-AminopyridineHCID 185068563-(6-Aminopyridin-3-yl)prop-2-yn-1-ol

Produkt 1

HCID 185068066-amino-3-Pyridinepropanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

3-(6-Amino-pyridin-3-yl)-prop-2-yn-1-ol (7-2), 2.73 g (18.4 mmol) and Pd(OH)2 (0.27 g) were stirred in 30 mL EtOH (aminopyridine does not completely dissolve). Reaction was put under one atmosphere of H2 for 24 h. The reaction was filtered through a plug of celite, washed with EtOH, and concnetrated to afford the titled compound as an orange oil. 1H NMR (CDCl3) δ 7.90 (d, 1H, J=2.3 Hz), 7.31 (dd, 1H, J=2.4, 8.6 Hz), 6.43 (d, 1H, J=8.7 Hz), 4.38 (bs, 2H), 3.63 (t, 2H, J=7.5 Hz), 2.58 (t, 2H, J=7.2 Hz), 1.97 (bs, 1H), 1.82 (m, 2H).

Aufarbeitung

  1. dissolutiondoes not completely dissolve)
  2. customReaction
  3. filtrationThe reaction was filtered through a plug of celite
  4. washwashed with EtOH

Quellen und Nachweise

ORD-Eintrag
ord-fb35f63d604048f59a6f86e25bd95bff
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06586424B2

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