Aluminium lithium hydride → (6-Chloro-5-methyl-4-(methylamino)pyridin-3-yl)methanol

HRID 2404048Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2404048
[Cl:1][C:2]1[C:12]([CH3:13])=[C:11]([NH:14][CH3:15])[C:5]([C:6](OCC)=[O:7])=[CH:4][N:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[Cl:1][C:2]1[N:3]=[CH:4][C:5]([CH2:6][OH:7])=[C:11]([NH:14][CH3:15])[C:12]=1[CH3:13]

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 86713588Ethyl 6-chloro-5-methyl-4-(methylamino)nicotinate

Produkt 1

HCID 86713589(6-Chloro-5-methyl-4-(methylamino)pyridin-3-yl)methanolAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of ethyl 6-chloro-5-methyl-4-(methylamino)nicotinate (2.0 g, 8.8 mmol) in tetrahydrofuran (60 mL) was added lithium aluminium hydride at 0° C., and the mixture was stirred at RT for 1.5 h. LCMS monitored the reaction was completed. The reaction was quenched by sodium sulfate decahydrate (1.5 g) and filtrated. The filtrate was concentrated to get the title compound (1.4 g, crude) as a white solid. MS (ES+) C8H11ClN2O requires: 186, 188. found: 187, 189 [M+H]+.

Aufarbeitung

  1. customThe reaction was quenched by sodium sulfate decahydrate (1.5 g)
  2. filtrationfiltrated
  3. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-769fbb0ae3eb46e18982f0685bd1de15
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08802697B2

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