4-羟基吲哚-2-羧酸乙酯

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 0.9 g. 2-ethoxycarbonyl-4-hydroxyindole, 1.7 g. N-(2,3-epoxypropyl)-4-phenoxymethylpiperidine, 1.2 g. potassium carbonate and 50 ml. acetonitrile is heated under reflux for 10 hours. The reaction mixture is then filtered while still hot and the filtrate left to cool overnight. 0.3 g. (15% of theory) 4-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-2-ethoxycarbonylindole crystallize out; m.p. 168°-170° C. A mixture of 0.9 g under reflux for 10 hours The reaction mixture is then filtered while still hot and the filtrate left to cool overnight (15% of theory) 4-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-2-ethoxycarbonylindole crystallize out

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 0.9 g. 2-ethoxycarbonyl-4-hydroxyindole, 1.7 g. N-(2,3-epoxypropyl)-4-phenoxymethylpiperidine, 1.2 g. potassium carbonate and 50 ml. acetonitrile is heated under reflux for 10 hours. The reaction mixture is then filtered while still hot and the filtrate left to cool overnight. 0.3 g. (15% of theory) 4-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-2-ethoxycarbonylindole crystallize out; m.p. 168°-170° C. A mixture of 0.9 g under reflux for 10 hours The reaction mixture is then filtered while still hot and the filtrate left to cool overnight (15% of theory) 4-[2-hydroxy-3-(4-phenoxymethylpiperidino)-propoxy]-2-ethoxycarbonylindole crystallize out

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of ethyl 4-hydroxy-1H-indole-2-carboxylate (1.3 g) in DMF (50 ml) were added potassium carbonate and (S)-glycidyl nosylate (1.0 g) and the mixture was stirred one day. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to give ethyl (S)-4-glycidyloxy-1H-indole-2-carboxylate (1.8 g) as a brown oil. This was dissolved in methanol (50 ml) and the solution was refluxed under heating with 4-(naphthalen-2-yl)piperidine (1.5 g) for 3 hr. The solvent was evaporated under reduced pressure to give ethyl (S)-4-(2-hydroxy-3-(4-(naphthalen-2-yl)piperidino)propyloxy)-1H-indole-2-carboxylate (1.4 g) as pale-brown crystals (melting point 115–117° C.). By the reactions in the same manner as in Starting Material Synthesis Example 22, the title compound (1.1 g) was obtained as white crystals, melting point 171–173° C. extracted with ethyl acetate The organic layer was washed with water dried over anhydrous magnesium sulfate the solvent was evaporated under reduced pressure

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir: