반응 #11442

반응 방정식

N-[4-(2,6,7-trimethyl-4-phenoxy-1H-imidazo[4,5-c]pyridin-1-yl)butyl]methanesulfonamide

ammonium acetate

hydrochloric acid

→

N-[4-(4-amino-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-1-yl)butyl]methanesulfonamide

수율 59.1%

용매

chloroform

diethyl ether

methanol

반응 조건

후처리

1. 1
   온도to cool
2. 2
   추출The solution was extracted with 10% aqueous sodium hydroxide solution
3. 3
   기타The aqueous layer was separated
4. 4
   추출extracted multiple times with chloroform
5. 5
   건조dried over magnesium sulfate
6. 6
   농축concentrated under reduced pressure
7. 7
   기타to provide a yellow oil
8. 8
   기타The resulting white precipitate was isolated by filtration
9. 9
   기타dried
10. 10
    workup.DISSOLUTIONThe solid was dissolved in water
11. 11
    기타The resulting white precipitate was isolated by filtration
12. 12
    세척washed with diethyl ether
13. 13
    기타dried in a vacuum oven at 80° C.

실험 절차

N-[4-(2,6,7-trimethyl-4-phenoxy-1H-imidazo[4,5-c]pyridin-1-yl)butyl]methanesulfonamide (4.20 g, 10.4 mmol) and ammonium acetate (42 g) were combined and then heated in a sealed tube at 150° C. for 36 hrs. The reaction mixture was allowed to cool and then it was dissolved in chloroform. The solution was extracted with 10% aqueous sodium hydroxide solution. The aqueous layer was separated and then extracted multiple times with chloroform. The organic layers were combined, dried over magnesium sulfate and then concentrated under reduced pressure to provide a yellow oil. The oil was dissolved in methanol and combined with 1M hydrochloric acid in diethyl ether (10.4 mL). The resulting white precipitate was isolated by filtration and dried. The solid was dissolved in water and the solution was adjusted to pH 10 with solid sodium carbonate. The resulting white precipitate was isolated by filtration, washed with diethyl ether and then dried in a vacuum oven at 80° C. to provide 2.00 g of N-[4-(4-amino-2,6,7-trimethyl-1H-imidazo[4,5-c]pyridin-1-yl)butyl]methanesulfonamide, m.p. 228–230° C.

출처