HCID 58009138, Verbindung → 6-Chloro-4-(ethylamino)-3-pyridinecarboxaldehyde

HRID 1930403Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1930403
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][OH:9])=[C:4]([NH:10][CH2:11][CH3:12])[CH:3]=1>C(Cl)Cl.O=[Mn]=O>[Cl:1][C:2]1[CH:3]=[C:4]([NH:10][CH2:11][CH3:12])[C:5]([CH:8]=[O:9])=[CH:6][N:7]=1

Komponenten

4

Edukt 1

HCID 58009138HCID 58009138, Verbindung

Produkt 1

HCID 552964106-Chloro-4-(ethylamino)-3-pyridinecarboxaldehydeAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14801Manganese dioxideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (6-chloro-4-(ethylamino)pyridin-3-yl)methanol (2.5 g, 13.4 mmol) in DCM (30 mL) was added MnO2 (5.8 g, 67 mmol), then the reaction mixture was stirred at RT overnight. The reaction mixture was filtered and the filtrate was concentrated in vacuo to give 6-chloro-4-(ethylamino)nicotinaldehyde (2.2 g, 89% yield). 1H-NMR (400 MHz, CDCl3): δ δ 9.82 (s, 1 H), 8.51 (br s, 1 H), 8.27 (s, 1 H), 6.56 (s, 1 H), 3.28 (m, 2 H), 1.31 (t, J=7.2 Hz, 3H); MS (ESI) m/z: 185.0 [M+H]+.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-fc5951fa930c4e2096749047e14977bb
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188113B2

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