Réaction #70342

Équation de réaction

5-methyl-2-(quinolin-3-ylamino)benzoic acid

→

desired compound

Rendement 79.0%

5-methyl-2-(5,6,7,8-tetrahydroquinolin-3-ylamino)benzoic acid

Rendement 79.0%

Solvants

TFA

Conditions de réaction

Traitement

1. 1
   FiltrationAfter that the reaction mixture was filtered
2. 2
   Concentrationconcentrated
3. 3
   workup.DISSOLUTIONredissolved in water
4. 4
   workup.ADDITIONThe pH was adjusted to 4-5 by addition of 2N NaOH
5. 5
   Autrea solid was formed
6. 6
   AutreThis yellow solid formed

Mode opératoire

A solution of 5-methyl-2-(quinolin-3-ylamino)benzoic acid (Example 16) (1.08 mmol, 0.30 g) in TFA (2.5 ml) was hydrogenated under pressure (58 psi) with PtO2 (0.11 mmol, 0.028 g) as catalyst until all starting material disappeared. After that the reaction mixture was filtered, concentrated and redissolved in water. The pH was adjusted to 4-5 by addition of 2N NaOH and a solid was formed. This yellow solid formed was the desired compound (0.249 mg, 79% of yield).

Source