반응 #1486401

반응 방정식

potassium carbonate

methyl 4-chloro-2-[(2-chloro-4-methoxyphenyl)amino]-1-(4-hydroxybutyl)-1H-benzimidazole-7-carboxylate

triethylamine

methanesulfonyl chloride

→

title compound

수율 94.3%

Methyl 10-chloro-1-(2-chloro-4-methoxyphenyl)-2,3,4,5-tetrahydro-1H-[1,3]diazepino[1,2-a]benzimidazole-7-carboxylate

수율 94.3%

용매

tetrahydrofuran

ethyl acetate

ethyl acetate

반응 조건

후처리

1. 1
   세척washed with brine
2. 2
   건조dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated in vacuo
5. 5
   workup.DISSOLUTIONThe residue was dissolved in N,N-dimethylformamide (30 mL)
6. 6
   세척washed with water and brine
7. 7
   건조dried over sodium sulfate
8. 8
   여과filtered
9. 9
   농축concentrated in vacuo
10. 10
    세척The resulting solid was washed with diisopropyl ether

실험 절차

To a stirred solution of methyl 4-chloro-2-[(2-chloro-4-methoxyphenyl)amino]-1-(4-hydroxybutyl)-1H-benzimidazole-7-carboxylate (Reference example 169, 1.31 g, 2.98 mmol) and triethylamine (1.04 mL, 7.45 mmol) in tetrahydrofuran (15 mL) was added methanesulfonyl chloride (277 μL, 3.58 mol) at 0° C. After 15 min, the reaction mixture was diluted with ethyl acetate, washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was dissolved in N,N-dimethylformamide (30 mL) and potassium carbonate (1.24 g, 8.94 mmol) was added. After being stirred for 1 h at 80° C., the reaction mixture was diluted with ethyl acetate, washed with water and brine, dried over sodium sulfate, filtered and concentrated in vacuo. The resulting solid was washed with diisopropyl ether to give the title compound as a colorless solid (1.18 g, 2.81 mmol, 94%).

출처