反応 #43759

ord-77a62f0e4b7944e3b6ec94e968bf016a

反応方程式

Cl.O=C(N[C@H]1CN2CCC1CC2)c1sc2cc([N+](=O)[O-])ccc2c1Cl
N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-3-chloro-6-nitro-1-benzothiophene-2-carboxamide hydrochloride
Cl.Cl.Nc1ccc2c(Cl)c(C(=O)N[C@H]3CN4CCC3CC4)sc2c1
title compound
Cl.Cl.Nc1ccc2c(Cl)c(C(=O)N[C@H]3CN4CCC3CC4)sc2c1
N-[(3R)-1-Azabicyclo[2.2.2]oct-3-yl]-3-chloro-6-amino-1-benzothiophene-2-carboxamide dihydrochloride

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The reaction mixture is purified by preparative HPLC
  2. 2
    濃縮The product fractions are concentrated
  3. 3
    workup.DISSOLUTIONdissolved in a mixture of methanol and 4M HCl in dioxane
  4. 4
    濃縮again concentrated
  5. 5
    その他dried under high vacuum

実験手順

83 mg (0.23 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-3-chloro-6-nitro-1-benzothiophene-2-carboxamide hydrochloride are dissolved in 1.5 ml of 2M tin(II) chloride solution in DMF and stirred at RT for 14 h. The reaction mixture is purified by preparative HPLC. The product fractions are concentrated, dissolved in a mixture of methanol and 4M HCl in dioxane, then again concentrated and dried under high vacuum. 53 mg (57.2% of theory) of the title compound are obtained.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07732477B2uspto-grants-2010_06