反应 #1869160

ord-e2ceadb7003543839098c55a9adcf662

反应方程式

CN1CCC(=O)CC1
1-methyl-4-piperidone
C[O-].[Na+]
sodium methoxide
O=S(=O)(Nc1ccc2[nH]ccc2c1)c1cccc2ccccc12
N-[1H-indol-5-yl]naphthalene-1-sulphonamide
CN1CC=C(c2c[nH]c3ccc(NS(=O)(=O)c4cccc5ccccc45)cc23)CC1
N-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]naphthalene-1-sulphonamide
收率 52.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07498328B2uspto-grants-2009_03