Reaktion #51908

Reaktionsgleichung

ethyl 7-hydroxy-2-(hydroxymethyl)-3-methylthieno[3,2-b]pyridine-6-carboxylate

4-fluorobenzylamine

→

title compound

Ausbeute 85.5%

N-(4-fluorobenzyl)-7-hydroxy-2-(hydroxymethyl)-3-methylthieno[3,2-b]pyridine-6-carboxamide

Ausbeute 85.5%

Lösungsmittel

HCl

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was then cooled to room temperature
2. 2
   Temperaturcooled in the refrigerator for three hours
3. 3
   FiltrationThe resulting mixture was then filtered
4. 4
   Waschenthe obtained solid was washed with 1N HCl several times (50 mL total volume)
5. 5
   Sonstigedried in a vacuum oven at 60° C. over night

Vorschrift

A suspension of 140 mg (0.52 mmol) ethyl 7-hydroxy-2-(hydroxymethyl)-3-methylthieno[3,2-b]pyridine-6-carboxylate in 1.28 mL (11.2 mmol) 4-fluorobenzylamine was heated to 80° C. for 24 hours. The mixture was then cooled to room temperature and added to 10 mL of 1N HCl and then cooled in the refrigerator for three hours. The resulting mixture was then filtered and the obtained solid was washed with 1N HCl several times (50 mL total volume) and dried in a vacuum oven at 60° C. over night to provide 154 mg of the title compound as a tan solid.

Quelle