반응 #659539

반응 방정식

6-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)nicotinic acid

K2CO3

2-bromo-N,N-dimethylethanamine

→

2-(dimethylamino)ethyl 6-((2R,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)nicotinate

수율 24.0%

용매

DMF

반응 조건

후처리

1. 1
   농축the reaction mixture was concentrated under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in a 1:1 MeOH/DMSO mixture
3. 3
   기타purified by MDAP (formate)
4. 4
   농축concentrated in vacuo

실험 절차

To a solution of 6-((2S,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)nicotinic acid (for a preparation see Intermediate 7) (54 mg, 0.126 mmol) in DMF (5 mL) were added K2CO3 (26.2 mg, 0.189 mmol) and 2-bromo-N,N-dimethylethanamine (28.8 mg, 0.189 mmol). The resulting mixture was stirred at room temperature for 3 h, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in a 1:1 MeOH/DMSO mixture and purified by MDAP (formate). The appropriate fractions were combined and concentrated in vacuo to give 2-(dimethylamino)ethyl 6-((2R,4R)-1-acetyl-4-((5-cyanopyridin-2-yl)amino)-2-methyl-1,2,3,4-tetrahydroquinolin-6-yl)nicotinate (16.5 mg, 24%) as a viscous colourless oil. LCMS (Formate, 2 min), Rt=0.69 min, MH+=499.

출처