반응 #368038

반응 방정식

triethylamine

methanesulfonyl chloride

hydrochloric acid

1-(6-aminopyridin-2-ylmethyl)-4-benzhydrylpiperazine

triethylamine

methanesulfonylchloride

→

1-(6-methanesulfonylaminopyridin-2-ylmethyl)-4-benzhydrylpiperazine dihydrochloride

용매

chloroform

반응 조건

후처리

1. 1
   기타at 5° to 10° C.
2. 2
   온도under cooling
3. 3
   workup.STIRRINGThe mixture was stirred for 1.5 hours
4. 4
   세척The reaction mixture was washed with water
5. 5
   기타dried
6. 6
   기타evaporated in vacuo
7. 7
   workup.ADDITIONThe resulting oily product was subjected to column chromatography on silica gel eluting with a mixture of chloroform and methanol (30:1)
8. 8
   workup.ADDITIONThe fractions containing the desired compound
9. 9
   기타evaporated in vacuo
10. 10
    기타to give a residue
11. 11
    기타was recrystallized from a mixture of methanol and diethyl ether

실험 절차

To a solution of 1-(6-aminopyridin-2-ylmethyl)-4-benzhydrylpiperazine (3.58 g) and triethylamine (1.01 g) in chloroform (20 ml) was dropwise added methanesulfonylchloride (1.15 g) at 5° to 10° C. under cooling with stirring, which was continued at the same temperature for 1 hour. To the resultant mixture, additional triethylamine (0.51 g) and methanesulfonyl chloride (0.57 g) were added successively. The mixture was stirred for 1.5 hours. The reaction mixture was washed with water, dried and evaporated in vacuo. The resulting oily product was subjected to column chromatography on silica gel eluting with a mixture of chloroform and methanol (30:1). The fractions containing the desired compound were combined and evaporated in vacuo to give a residue. According to a conventional manner, the residue was converted to hydrochloric acid salt, which was recrystallized from a mixture of methanol and diethyl ether to give 1-(6-methanesulfonylaminopyridin-2-ylmethyl)-4-benzhydrylpiperazine dihydrochloride (0.97 g). mp: 201°-202° C.

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