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

HRID 524065Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 524065
[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-f92e3d0fba914e01ab94fd4323a0bf90
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340514B2

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