Reaktion #2354759

Reaktionsgleichung

5-phenyl-3-(4-piperidinyl)-1H-indole-7-carboxamide

1-methyl-1H-imidazole-4-sulfonyl chloride

triethylamine

TEA

→

title compound

Ausbeute 40.4%

3-{1-[(1-methyl-1H-imidazol-4-yl)sulfonyl]-4-piperidinyl}-5-phenyl-1H-indole-7-carboxamide

Ausbeute 40.4%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThen the reaction mixture was partitioned between methylene chloride and water
2. 2
   Extraktionthe aqueous layer was extracted with methylene chloride (25 mL×2)
3. 3
   Trocknenwas dried with Mg2SO4
4. 4
   Einengenconcentrated
5. 5
   Sonstigepurified by Gilson HPLC (reverse phase, eluting with CH3CN/Water, 0.1% TFA, 10/90, v/v, over 15 min)

Vorschrift

To 5-phenyl-3-(4-piperidinyl)-1H-indole-7-carboxamide (40 mg, 0.12 mmol) in methylene chloride (5 mL) at 0° C., 1-methyl-1H-imidazole-4-sulfonyl chloride (27.1 mg, 0.14 mmol) and triethylamine (0.07 mL, 0.50 mmol) were added. The reaction mixture was stirred at 0° C. for 30 min. Then the reaction mixture was partitioned between methylene chloride and water, the aqueous layer was extracted with methylene chloride (25 mL×2) and combined organic phase was dried with Mg2SO4 and concentrated by reduce pressure, and purified by Gilson HPLC (reverse phase, eluting with CH3CN/Water, 0.1% TFA, 10/90, v/v, over 15 min) to give the title compound (22.5 mg, 39%).

Quelle