Reaction #1519103

Reaction equation

3-(4-chloropyrid-2-yl)-3-oxopropionic acid ethyl ester

2-amidinopyridine hydrochloride

sodium hydroxide

→

6-(4-chloropyrid-2-yl)-2-pyrid-2-yl-pyrimidin-4-ol

Solvents

ethanol

Conditions

Workup

1. 1
   Temperaturerefluxing
2. 2
   TemperatureThe mixture is cooled
3. 3
   Concentrationconcentrated to a fifth of its original volume
4. 4
   FiltrationThe crude product is filtered off
5. 5
   Otherrecrystallised from methanol

Procedure

13.15 g (58 mmol) of 3-(4-chloropyrid-2-yl)-3-oxopropionic acid ethyl ester are dissolved in 400 ml of ethanol, and 9.10 g (58 mmol) of 2-amidinopyridine hydrochloride are added. After the addition of 14.44 ml of 4N sodium hydroxide solution, refluxing is carried out for 7 hours. The mixture is cooled and concentrated to a fifth of its original volume. The crude product is filtered off and recrystallised from methanol, yielding 6-(4-chloropyrid-2-yl)-2-pyrid-2-yl-pyrimidin-4-ol in the form of beige needles.

Source