反応 #1869160

反応方程式

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

収率 52.0%

溶媒

methanol

反応条件

後処理

1. 1
   温度the resulting solution is heated
2. 2
   温度to reflux for 48 hours
3. 3
   濃縮The reaction mixture is concentrated at reduced pressure
4. 4
   その他the residue obtained
5. 5
   その他is purified by chromatography over silica gel

実験手順

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.

出典