Reaction #48029

Reaction equation

N-[2-chloro-3-(1-piperidinyl)propoxy]-3-pyridinecarboximidamide dihydrochloride

potassium tert-butoxide

→

5,6-Dihydro-5-(1-piperidinyl)methyl-3-(3-pyridyl)-4H-1,2,4-oxadiazine

Solvents

tert-butanol

Conditions

Workup

1. 1
   Otherevaporated in vacuum
2. 2
   workup.ADDITION100 ml of 5% sodium hydroxide solution was added
3. 3
   Extractionthe mixture was extracted three times with 300 ml portions of ethyl acetate

Procedure

13.2 g (35.7 mmol) of N-[2-chloro-3-(1-piperidinyl)propoxy]-3-pyridinecarboximidamide dihydrochloride was added to a solution of 16.5 g (143.5 mmole) of potassium tert-butoxide dissolved in 150 ml of tert-butanol. The mixture was boiled for 6 hours, then evaporated in vacuum. 100 ml of 5% sodium hydroxide solution was added and the mixture was extracted three times with 300 ml portions of ethyl acetate.

Source