5-Methyl-2-(quinolin-3-ylamino)benzoic acid → 5-Methyl-2-(5,6,7,8-tetrahydroquinolin-3-ylamino)benzoic acid

Participants

Reaction Steps

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).

Provenance & Evidence