Reaktion #70342

Reaktionsgleichung

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

→

desired compound

Ausbeute 79.0%

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

Ausbeute 79.0%

Lösungsmittel

TFA

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

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