Ammonium Acetate → [2-(6-Chloro-pyridin-3-yl)-5-methyl-oxazol-4-yl]-acetic acid methyl ester

HRID 854580

Reaktionsgleichung

Reaktionsgleichung von HRID 854580
[CH3:1][O:2][C:3]([CH2:5][C:6](=O)[CH:7]([O:9][C:10](=O)[C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[N:13][CH:12]=1)[CH3:8])=[O:4].C([O-])(=O)C.[NH4+:24]>C(O)C>[CH3:1][O:2][C:3](=[O:4])[CH2:5][C:6]1[N:24]=[C:10]([C:11]2[CH:12]=[N:13][C:14]([Cl:17])=[CH:15][CH:16]=2)[O:9][C:7]=1[CH3:8]

Komponenten

4

Edukt 2

HCID 517165Ammonium AcetateHCID 86604585HCID 86604585, Verbindung

Produkt 1

HCID 58765666[2-(6-Chloro-pyridin-3-yl)-5-methyl-oxazol-4-yl]-acetic acid methyl esterAusbeute 28,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 6-chloro-nicotinic acid 3-methoxycarbonyl-1-methyl-2-oxo-propyl ester (16.3 g, 57.1 mmol) and ammonium acetate (18.5 g, 240 mmol) in ethanol (150 mL) is heated at 80° C. for 2 h, concentrated. The residue is taken into acetic acid (330 mL) and heated to reflux overnight, concentrated. The residue is taken into ethyl acetate and washed with water, dried, concentrated, purified by column giving [2-(6-Chloro-pyridin-3-yl)-5-methyl-oxazol-4-yl]-acetic acid methyl ester (4.3 g).

Aufarbeitung

  1. concentrationconcentrated
  2. temperatureheated
  3. temperatureto reflux overnight
  4. concentrationconcentrated
  5. washwashed with water
  6. customdried
  7. concentrationconcentrated
  8. custompurified by column

Quellen und Nachweise

ORD-Eintrag
ord-5f10ed2fc9794b8e88d73155e565eba6
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07259175B2

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