Water → 2-Pyridin-3-yl-pyrimidine-5-carboxylic acid methyl ester

HRID 219641

Reaktionsgleichung

Reaktionsgleichung von HRID 219641
Cl.[C:2]([NH2:10])(=[NH:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.[Na].[CH3:12][O:13][C:14](=[O:23])[C:15]([CH:18](OC)OC)=[CH:16]O.O>CN(C=O)C>[CH3:12][O:13][C:14]([C:15]1[CH:16]=[N:9][C:2]([C:3]2[CH:4]=[N:5][CH:6]=[CH:7][CH:8]=2)=[N:10][CH:18]=1)=[O:23]

Komponenten

6

Edukt 4

HCID 962WaterHCID 202042Nicotinamidine hydrochlorideHCID 5360545SodiumHCID 591179393,3-Dimethoxy-2-methoxycarbonylpropen-1-ol

Produkt 1

HCID 685565272-Pyridin-3-yl-pyrimidine-5-carboxylic acid methyl esterAusbeute 51,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of nicotinamidine hydrochloride (1 g, 6.35 mmol) in anhydrous DMF (12 mL) is added sodium salt of 2-dimethoxymethyl-3-hydroxy-acrylic acid methyl ester (1.46 g, 7.36 mmol) and the reaction mixture is heated at 100° C. under N2 for 3 hours. After this time the reaction is cooled to room temperature and water (48 mL) is added. The precipitate is collected by filtration, washed with water and vacuum dried to afford 2-pyridin-3-yl-pyrimidine-5-carboxylic acid methyl ester (0.7 g, 51%). MS: 216 (M+H).

Aufarbeitung

  1. temperatureAfter this time the reaction is cooled to room temperature
  2. filtrationThe precipitate is collected by filtration
  3. washwashed with water and vacuum
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-589daa2ddd0e4a7bb46476bd0c62144d
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202863B2

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