반응 #43759

ord-77a62f0e4b7944e3b6ec94e968bf016a

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The reaction mixture is purified by preparative HPLC
  2. 2
    농축The product fractions are concentrated
  3. 3
    workup.DISSOLUTIONdissolved in a mixture of methanol and 4M HCl in dioxane
  4. 4
    농축again concentrated
  5. 5
    기타dried under high vacuum

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07732477B2uspto-grants-2010_06