Reaktion #339907

Reaktionsgleichung

Phosphorus oxychloride

N-[5-(5-amino-6-chloropyridin-3-yl)-4-methyl-1,3-thiazol-2-yl]acetamide

2,4-dimethylthiazole-5-carboxylic acid

→

title compound

Ausbeute 66.2%

N-[5-(2-Acetylamino-1,3-thiazol-5-yl)-2-chloropyridin-3-yl]-2,4-dimethyl-1,3-thiazole-5-carboxamide

Ausbeute 66.2%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturhad been heated to reflux
2. 2
   Temperaturheated
3. 3
   Temperaturto reflux for 1 hour
4. 4
   Filtrationthe precipitate was collected by filtration
5. 5
   Waschenwashed with acetonitrile
6. 6
   Sonstigedried under vacuum

Vorschrift

Phosphorus oxychloride (296 mg) was added to a stirred mixture of N-[5-(5-amino-6-chloropyridin-3-yl)-4-methyl-1,3-thiazol-2-yl]acetamide (180 mg), 2,4-dimethylthiazole-5-carboxylic acid (J. Med. Chem., 1999, 42, 5064; 109 mg) and acetonitrile (10 mL) that had been heated to reflux. The resultant mixture was stirred and heated to reflux for 1 hour. The mixture was cooled to room temperature and the precipitate was collected by filtration, washed with acetonitrile and dried under vacuum. There was thus obtained the title compound (172 mg); 1H NMR Spectrum: (DMSOd6) 2.16 (s, 3H), 2.39 (s, 3H), 2.62 (s, 3H), 2.68 (s, 3H), 8.21 (s, 1H), 8.40 (s, 1H); Mass Spectrum: M+H+ 422.

Quelle