Ethyl alpha-benzylacetoacetate → 1-benzyl-4-(4-benzyl-5-methyl-1H-pyrazol-3(2H)-on-2-yl)-piperidine

HRID 1068180

反応式

HRID 1068180 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][NH2:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16]([CH:23]([C:29]([CH3:31])=O)[C:24](OCC)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([N:14]2[C:24](=[O:25])[C:23]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:29]([CH3:31])[NH:15]2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

3

反応物 2

HCID 246929Ethyl alpha-benzylacetoacetateHCID 4161921-Benzyl-4-hydrazinylpiperidine

生成物 1

HCID 211929481-benzyl-4-(4-benzyl-5-methyl-1H-pyrazol-3(2H)-on-2-yl)-piperidine収率 60.2%

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.

後処理

  1. temperaturewas refluxed for 1 hour
  2. customThe solvent was removed under reduced pressure
  3. customthe residue purified by silica gel chromatography (300 mL column)
  4. washElution with 0-5% MeOH in dichloromethane

出典と根拠

ORDレコード
ord-109330f3531f456e93b4468b45f65646
出典データセット
uspto-grants-2001_06
特許番号
US06248755B1

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