HCID 58442828, 화합물 → 4-(3-Methoxycarbonylthiophen-2-yl)piperidine-1-carboxylic acid t-butyl ester

HRID 41650노트

반응식

HRID 41650 반응식
[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]

참가 물질

4

반응물 1

HCID 58442828HCID 58442828, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-42b9226d5a624f928dc0a99207ef6005
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530663B2

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