Reacción #70342

Ecuación de reacción

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

→

desired compound

Rendimiento 79.0%

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

Rendimiento 79.0%

Disolventes

TFA

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónAfter that the reaction mixture was filtered
2. 2
   Concentraciónconcentrated
3. 3
   workup.DISSOLUTIONredissolved in water
4. 4
   workup.ADDITIONThe pH was adjusted to 4-5 by addition of 2N NaOH
5. 5
   Otroa solid was formed
6. 6
   OtroThis yellow solid formed

Procedimiento

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).

Fuente