Reaktion #1869160

Reaktionsgleichung

1-methyl-4-piperidone

sodium methoxide

N-[1H-indol-5-yl]naphthalene-1-sulphonamide

→

N-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]naphthalene-1-sulphonamide

Ausbeute 52.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting solution is heated
2. 2
   Temperaturto reflux for 48 hours
3. 3
   EinengenThe reaction mixture is concentrated at reduced pressure
4. 4
   Sonstigethe residue obtained
5. 5
   Sonstigeis purified by chromatography over silica gel

Vorschrift

To a solution of 712 mg (13.2 mMol) of sodium methoxide in 100 ml of methanol are added 850 mg (2.64 mMol) of N-[1H-indol-5-yl]naphthalene-1-sulphonamide followed by 596 mg (5.28 mMol) of 1-methyl-4-piperidone and the resulting solution is heated to reflux for 48 hours. The reaction mixture is concentrated at reduced pressure and the residue obtained is purified by chromatography over silica gel, using as eluent mixtures of methylene chloride/methanol/ammonia, to yield 573 mg (52%) of N-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]naphthalene-1-sulphonamide as a solid with m.p.=244-245° C.

Quelle