2-(3-Methoxyprop-1-ynyl)-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester → 2-(3-Methoxypropyl)-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester

HRID 922056Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 922056
[CH3:1][O:2][C:3]([C:5]1[C:6]([C:18]#[C:19][CH2:20][O:21][CH3:22])=[N:7][C:8]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:9][C:10]=1[CH3:11])=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C:5]1[C:6]([CH2:18][CH2:19][CH2:20][O:21][CH3:22])=[N:7][C:8]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:9][C:10]=1[CH3:11])=[O:4]

Komponenten

4

Edukt 1

HCID 866643322-(3-Methoxyprop-1-ynyl)-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester

Produkt 1

HCID 866643332-(3-Methoxypropyl)-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylesterAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 500 mg (1.64 mmol) 2-(3-methoxyprop-1-ynyl)-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester in MeOH (30 ml) was added 170 mg 10%-Pd/C. The reaction solution was stirred under hydrogen atmosphere (balloon) at RT for 16 h. Then the mixture was filtered through celite and the filtrate was concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 9:1) provided 480 mg (1.55 mmol, 95%) 2-(3-methoxypropyl)-4-methyl-6-morpholino-pyridine-3-carboxylic acid methylester.

Aufarbeitung

  1. filtrationThen the mixture was filtered through celite
  2. concentrationthe filtrate was concentrated in vacuo
  3. customPurification of the residue by CC (hexane/EtOAc 9:1)

Quellen und Nachweise

ORD-Eintrag
ord-6e97901b26b04ad6b0935addde150e70
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278103B2

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