HCID 58442828、化合物 → 4-(3-Methoxycarbonylthiophen-2-yl)piperidine-1-carboxylic acid t-butyl ester

HRID 41650ノート

反応式

HRID 41650 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[S:15][CH:16]=[CH:17][C:18]=2[C:19]([O:21][CH3:22])=[O:20])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[S:15][CH:16]=[CH:17][C:18]=2[C:19]([O:21][CH3:22])=[O:20])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 1

HCID 58442828HCID 58442828、化合物

生成物 1

HCID 584428224-(3-Methoxycarbonylthiophen-2-yl)piperidine-1-carboxylic acid t-butyl ester収率 75.6%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

実験手順

A solution of 4-(3-methoxycarbonylthiophen-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester (4.2 g, 13 mmol, 1.0 eq.) and Pd(OH)2/C (1.0 g, 1.4 mmol, 0.1 eq.) in MeOH (150 mL) was degassed and purged with hydrogen (3×). The mixture was hydrogenated (1 atm) at room temperature overnight, then the vessel was evacuated and purged with nitrogen, and the material was filtered and washed with MeOH (100 mL). The filtrate was concentrated then again allowed to hydrogenate at 1 atm at room temperature overnight. Filtering again as above, and concentrating the filtrate provided 4-(3-methoxycarbonylthiophen-2-yl)piperidine-1-carboxylic acid t-butyl ester (3.2 g) as a white solid.

後処理

  1. custompurged with hydrogen (3×)
  2. customat room temperature
  3. customovernight
  4. customthe vessel was evacuated
  5. custompurged with nitrogen
  6. filtrationthe material was filtered
  7. washwashed with MeOH (100 mL)
  8. concentrationThe filtrate was concentrated
  9. filtrationFiltering again as above, and
  10. concentrationconcentrating the filtrate

出典と根拠

ORDレコード
ord-42b9226d5a624f928dc0a99207ef6005
出典データセット
uspto-grants-2013_09
特許番号
US08530663B2

反応ノート

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