(6-Chloro-4-(methylamino)pyridin-3-yl)methanol → 6-Chloro-4-(methylamino)nicotinaldehyde

HRID 524051

Reaktionsgleichung

Reaktionsgleichung von HRID 524051
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][OH:9])=[C:4]([NH:10][CH3:11])[CH:3]=1>ClCCl.C1COCC1.[O-2].[Mn+4].[O-2]>[Cl:1][C:2]1[CH:3]=[C:4]([NH:10][CH3:11])[C:5]([CH:8]=[O:9])=[CH:6][N:7]=1

Komponenten

5

Edukt 1

HCID 51000240(6-Chloro-4-(methylamino)pyridin-3-yl)methanol

Produkt 1

HCID 234345716-Chloro-4-(methylamino)nicotinaldehydeAusbeute 87,8 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of (6-chloro-4-(methylamino)pyridin-3-yl)methanol (4.2 g, 24.7 mmol) and manganese(IV) oxide (active, 25.8 g, 296.6 mmol) in dichloromethane (50 mL) and THF (50 mL) was stirred at RT overnight. LCMS showed the reaction was completed. The solid was filtered off, and the filtrate was concentrated to afford the title compound (3.7 g, crude) as a light yellow solid, which was directly used in the next step without further purification. MS (ES+) C7H7ClN2O requires: 170, 172. found: 171, 173 [M+H]+.

Aufarbeitung

  1. filtrationThe solid was filtered off
  2. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-91f62f4b2cc8480080b516bf35366868
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340514B2

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