(1-benzylpiperidin-4-yl)hydrazine

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: When 1.4 g of 1-benzyl-4-hydrazinopiperidine and 2.0 g of ethyl 2-phenylacetoacetate were used in the procedure of Example 124, Step A, there was obtained 1.84 g of 1-benzyl-4-(5-methyl-4-phenyl-1H-pyrazol-3(2H)-on-2-yl)-piperidine. ESI-MS 348.2 (M+H); HPLC A: 1.95 min.

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: When 1.4 g of 1-benzyl-4-hydrazinopiperidine and 2.0 g of ethyl 2-phenylacetoacetate were used in the procedure of Example 124, Step A, there was obtained 1.84 g of 1-benzyl-4-(5-methyl-4-phenyl-1H-pyrazol-3(2H)-on-2-yl)-piperidine. ESI-MS 348.2 (M+H); HPLC A: 1.95 min.

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 1.52 g 1-benzyl-4-hydrazinopiperidine and 2.0 g of ethyl 2-benzylacetoacetate in 20 mL of xylenes was refluxed for 1 hour. The solvent was removed under reduced pressure and the residue purified by silica gel chromatography (300 mL column). Elution with 0-5% MeOH in dichloromethane gave 1.61 g of product, 1-benzyl-4-(4-benzyl-5-methyl-1H-pyrazol-3(2H)-on-2-yl)-piperidine. ESI-MS 362.2 (M+H); HPLC A: 2.05 min. was refluxed for 1 hour The solvent was removed under reduced pressure the residue purified by silica gel chromatography (300 mL column) Elution with 0-5% MeOH in dichloromethane

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 1-(1-Benzyl-piperidin-4-yl)-5-methyl-1H-pyrazole-4-carbaldehyde was prepared from ethyl acetoacetate and (1-benzyl-piperidin-4-yl)-hydrazine in the same manner as 5-cyclopropyl-1-isopropyl-1H-pyrazole-4-carbaldehyde (Example 49). (1-Benzyl-piperidin-4-yl)-hydrazine was prepared from 1-benzyl-piperidin-4-one in the same manner as (1-methyl-piperidin-4-yl)-hydrazine (Example 92).

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: 1-(1-Benzyl-piperidin-4-yl)-5-methyl-1H-pyrazole-4-carbaldehyde was prepared from ethyl acetoacetate and (1-benzyl-piperidin-4-yl)-hydrazine in the same manner as 5-cyclopropyl-1-isopropyl-1H-pyrazole-4-carbaldehyde (Example 49). (1-Benzyl-piperidin-4-yl)-hydrazine was prepared from 1-benzyl-piperidin-4-one in the same manner as (1-methyl-piperidin-4-yl)-hydrazine (Example 92).

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: When 1.4 g of 1-benzyl-4-hydrazinopiperidine and 2.0 g of ethyl 2-phenylacetoacetate were used in the procedure of Example 124, Step A, there was obtained 1.84 g of 1-benzyl-4-(5-methyl-4-phenyl-1H-pyrazol-3(2H)-on-2-yl)-piperidine. ESI-MS 348.2 (M+H); HPLC A: 1.95 min.

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 1.52 g 1-benzyl-4-hydrazinopiperidine and 2.0 g of ethyl 2-benzylacetoacetate in 20 mL of xylenes was refluxed for 1 hour. The solvent was removed under reduced pressure and the residue purified by silica gel chromatography (300 mL column). Elution with 0-5% MeOH in dichloromethane gave 1.61 g of product, 1-benzyl-4-(4-benzyl-5-methyl-1H-pyrazol-3(2H)-on-2-yl)-piperidine. ESI-MS 362.2 (M+H); HPLC A: 2.05 min. was refluxed for 1 hour The solvent was removed under reduced pressure the residue purified by silica gel chromatography (300 mL column) Elution with 0-5% MeOH in dichloromethane