Reaction #58132

Reaction equation

8-benzyloxy-5-{1-hydroxy-2-[1-(4-trifluoromethyl-benzyl)-cyclopropylamino]-ethyl}-1H-quinolin-2-one

→

8-hydroxy-5-{1-hydroxy-2-[1-(4-trifluoromethyl-benzyl)-cyclopropylamino]-ethyl}-1H-quinolin-2-one

Solvents

methanol

methanol

Conditions

Workup

1. 1
   workup.DISSOLUTIONThe precipitated product is dissolved
2. 2
   OtherThe catalyst is separated off
3. 3
   Otherthe filtrate is evaporated down
4. 4
   FiltrationThe precipitated solid is filtered off
5. 5
   Othersuspended in diethyl ether for further purification

Procedure

322 mg (0.63 mmol) 8-benzyloxy-5-{1-hydroxy-2-[1-(4-trifluoromethyl-benzyl)-cyclopropylamino]-ethyl}-1H-quinolin-2-one are dissolved in 10 mL methanol and hydrogenated in the presence of palladium on charcoal at 3 bar. The precipitated product is dissolved by adding methanol. The catalyst is separated off and the filtrate is evaporated down. The precipitated solid is filtered off and suspended in diethyl ether for further purification. Yield: 161 mg (61%); mass spectroscopy: [M+H]+=419.

Source