Hydrochloric Acid → (2-Methoxypyridin-4-yl)methanamine

HRID 889959

Reaktionsgleichung

Reaktionsgleichung von HRID 889959
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([O:9][CH3:10])[CH:4]=1)#[N:2].Cl.CCOCC>CO.[Pd]>[CH3:10][O:9][C:5]1[CH:4]=[C:3]([CH2:1][NH2:2])[CH:8]=[CH:7][N:6]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 72048872-Methoxyisonicotinonitrile

Produkt 1

HCID 16227983(2-Methoxypyridin-4-yl)methanamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel2×

Versuchsvorschrift

4-Cyano-2-methoxypyridine (1.7 g) was dissolved in MeOH (50 ml) and conc. HCl (4.96 ml) was added. Pd/C (10%) was added and H2 was added and let stand overnight. The solids were filtered through Celite® and the cake was washed with MeOH (˜250 ml). Concentration in vacuo produced an oil which was dissolved in MeOH (˜20 ml). Et2O (200 ml) was added and stirred for 1 h. The resulting precipitate was filtered and washed with Et2O to afford (2-methoxypyridin-4-yl)methylamine (hydrochloride salt) as an off-white solid.

Aufarbeitung

  1. additionH2 was added
  2. filtrationThe solids were filtered through Celite®
  3. washthe cake was washed with MeOH (˜250 ml)
  4. concentrationConcentration in vacuo
  5. customproduced an oil which
  6. filtrationThe resulting precipitate was filtered
  7. washwashed with Et2O

Quellen und Nachweise

ORD-Eintrag
ord-ae2dd656ad7c4db9883205ec00453817
Quelldatensatz
uspto-grants-2006_02
Patentnummer
US06995162B2

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