3-Nitropicolinaldehyde → 3-Aminopyridine-2-carbaldehyde

HRID 473434

Reaktionsgleichung

Reaktionsgleichung von HRID 473434
[N+:1]([C:4]1[C:5]([CH:10]=[O:11])=[N:6][CH:7]=[CH:8][CH:9]=1)([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[C:5]([CH:10]=[O:11])=[N:6][CH:7]=[CH:8][CH:9]=1

Komponenten

4

Edukt 1

HCID 3293613-Nitropicolinaldehyde

Produkt 1

HCID 122040093-Aminopyridine-2-carbaldehydeAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 3-nitropicolinaldehyde (500 mg, 3.28 mmol) in EtOH (10 mL) was added Pd/C (50 mg) under nitrogen atmosphere. The reaction mixture was stirred for overnight under hydrogen atmosphere. The reaction mixture was filtered through cilite and washed with EtOH. The filtrate was concentrated in vacuo to give 3-aminopicolinaldehyde (200 mg, 50% yield): 1H NMR (400 MHz, DMSO-d6) δ 7.132 (br s, 2H), 7.217-7.325 (m, 2H), 7.979 (dd, J=1.6 Hz, J=4.0 Hz, 1H), 9.899 (s, 1H); LC-MS (ESI) m/z 123.0 [M+H]+.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through cilite
  2. washwashed with EtOH
  3. concentrationThe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7bc10bd860ce42e69d3338afce772368
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08633313B2

Verknüpfte Notizen

Wird geladen…