Реакция #1869160

Уравнение реакции

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

Выход 52.0%

Растворители

methanol

Условия реакции

Обработка

1. 1
   Температураthe resulting solution is heated
2. 2
   Температураto reflux for 48 hours
3. 3
   КонцентрированиеThe reaction mixture is concentrated at reduced pressure
4. 4
   Другоеthe residue obtained
5. 5
   Другоеis purified by chromatography over silica gel

Методика

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.

Источник