Reaktion #58484

Reaktionsgleichung

2-amino-6-(1-methylpiperidin-4-ylcarbonyl)pyridine

2-chloro-6-fluoro-benzoyl chloride

→

title compound

Ausbeute 94.0%

2-Chloro-6-fluoro-N-[6-(1-methyl-piperidin-4-ylcarbonyl)-pyridin-2-yl]-benzamide mono-hydrochloride salt

Ausbeute 94.0%

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheat the mixture
2. 2
   Temperaturat reflux
3. 3
   Einengenconcentrate
4. 4
   WaschenLoad the mixture onto an SCX column (10 g), wash with methanol
5. 5
   Waschenelute with 2M ammonia/methanol
6. 6
   EinengenConcentrate the eluent

Vorschrift

Combine 2-amino-6-(1-methylpiperidin-4-ylcarbonyl)pyridine (0.18 g, 0.85 mmol), 2-chloro-6-fluoro-benzoyl chloride (0.318 g, 1.65 mmol), and 1,4-dioxane (10 mL). Stir and heat the mixture at reflux. After 2 hr., cool the reaction mixture to ambient temperature and concentrate. Load the mixture onto an SCX column (10 g), wash with methanol, and elute with 2M ammonia/methanol. Concentrate the eluent to obtain the free base of the title compound (0.30 g, 94%) as an oil. Dissolve the oil in methanol (5 mL) and treat with ammonium chloride (0.045 g, 0.85 mmol). Concentrate the mixture and dry under vacuum to obtain the title compound. HRMS Obs. m/z 376.1237; Calc. m/z 376.1228; m.p. 155° C. (dec).

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