反応 #66249

反応方程式

N-methyl 3-(4-fluorobenzoyl)-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole-5-carbamide

tert-butyl hypochloride

water

→

title compound

N-Methyl 3-(4-Fluorobenzoyl)-1,2,3,6-Tetrahydroazepino[4,5-b]Indole-5-Carbamide

溶媒

DCM

DCM

反応条件

後処理

1. 1
   洗浄to wash the solution
2. 2
   その他Organic layer was separated
3. 3
   抽出the aqueous layer was extracted with DCM
4. 4
   洗浄The combined organic layers were washed by water
5. 5
   乾燥dried over MgSO4
6. 6
   その他Evaporation of solvent
7. 7
   その他gave a crude product, which
8. 8
   その他was purified by chromatography on silica gel eluting with MeOH-DCM

実験手順

To a solution of N-methyl 3-(4-fluorobenzoyl)-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole-5-carbamide and TEA in DCM at 0° C. was added a cooled (0° C.) solution of tert-butyl hypochloride (57 mL, 0.5 mmol) in DCM. The reaction mixture was stirred for 1.5 hours at 0° C. Cold water was added to wash the solution. Organic layer was separated and the aqueous layer was extracted with DCM. The combined organic layers were washed by water and dried over MgSO4. Evaporation of solvent gave a crude product, which was purified by chromatography on silica gel eluting with MeOH-DCM to give the title compound (14 mg); 1H-NMR (CDCl3): δ 10.04 (1H, br s), 7.57 (2H, m), 7.52 (1H, d), 7.37 (1H, d), 7.24 (1H, m), 7.12 (4H, m) 5.9 (1H, br s), 4.15 (2H, t), 3.27 (2H, t), 2.92 (3H, d); MS (ES): 378 (MH+).

出典