(R)-tert-butyl 3-((R)-(2-azidoethoxy)(5-chloro-2-methylphenyl)methyl)piperidine-1-carboxylate → (R)-tert-butyl 3-((R)-(2-aminoethoxy)(5-chloro-2-methylphenyl)methyl)piperidine-1-carboxylate

HRID 218403ノート

反応式

HRID 218403 の反応式
[N:1]([CH2:4][CH2:5][O:6][C@@H:7]([C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[CH3:28])[C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9]1)=[N+]=[N-]>CCOC(C)=O.[OH-].[OH-].[Pd+2]>[NH2:1][CH2:4][CH2:5][O:6][C@@H:7]([C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[CH3:28])[C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9]1

参加物

4

反応物 1

HCID 58011545(R)-tert-butyl 3-((R)-(2-azidoethoxy)(5-chloro-2-methylphenyl)methyl)piperidine-1-carboxylate

生成物 1

HCID 58011528(R)-tert-butyl 3-((R)-(2-aminoethoxy)(5-chloro-2-methylphenyl)methyl)piperidine-1-carboxylate収率 94.7%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 8857Ethyl Acetate溶媒

実験手順

(R)-tert-butyl 3-((R)-(2-azidoethoxy)(5-chloro-2-methylphenyl)methyl)piperidine-1-carboxylate (7 g, 17.1 mmol.) was dissolved in EtOAc (300 mL), 0.8 g of Pd(OH)2 was added and the air in bottle was replaced 3 times with H2, the reaction was stirred at rt for 3 hr. The solution was filtered and concentrated to give (R)-tert-butyl 3-((R)-(2-aminoethoxy)(5-chloro-2-methylphenyl)methyl)piperidine-1-carboxylate (6.2 g), which was used in the next step without further purification.

後処理

  1. filtrationThe solution was filtered
  2. concentrationconcentrated

出典と根拠

ORDレコード
ord-6a9a99f62da44ec19be2e5eaa9506c0c
出典データセット
uspto-grants-2012_06
特許番号
US08198453B2

反応ノート

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