反応 #43767

反応方程式

N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-cyano-1-benzo-thiophene-2-carboxamide hydrochloride

hydroxylamine hydrochloride

potassium carbonate

water

→

title compound

7-[(Z)-Amino(hydroxyimino)methyl]-N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-1-benzo-thiophene-2-carboxamide dihydrochloride

溶媒

ethanol

反応条件

後処理

1. 1
   その他The mixture is purified by preparative HPLC
2. 2
   濃縮concentrated
3. 3
   workup.ADDITIONacetonitrile and 1N aqueous hydrochloric acid (3:1) are added
4. 4
   濃縮the mixture is then again concentrated
5. 5
   その他dried under high vacuum

実験手順

120 mg (0.43 mmol) of N-[(3R)-1-azabicyclo[2.2.2]oct-3-yl]-7-cyano-1-benzo-thiophene-2-carboxamide hydrochloride, 45.0 mg (0.65 mmol) of hydroxylamine hydrochloride and 119.2 mg (0.86 mmol) of potassium carbonate in 1.5 ml of an 8:1 mixture of water and ethanol are heated at 80° C. for 18 h. The mixture is purified by preparative HPLC. The product fractions are combined and concentrated, acetonitrile and 1N aqueous hydrochloric acid (3:1) are added and the mixture is then again concentrated and dried under high vacuum. 58 mg (30.3% of theory) of the title compound are obtained.

出典