benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate → 5-(methylsulfonyl)-2-{2-[(1S,2R)-2-piperidin-4-ylcyclopropyl]ethoxy}pyridine

HRID 1850772노트

반응식

HRID 1850772 반응식
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:11][CH2:12][CH2:13][C@@H:14]2[CH2:16][C@@H:15]2[CH:17]2[CH2:22][CH2:21][N:20](C(OCC3C=CC=CC=3)=O)[CH2:19][CH2:18]2)=[N:9][CH:10]=1)(=[O:4])=[O:3]>CO.[Pd]>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:11][CH2:12][CH2:13][C@@H:14]2[CH2:16][C@@H:15]2[CH:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[N:9][CH:10]=1)(=[O:3])=[O:4]

참가 물질

4

반응물 1

HCID 70819038benzyl 4-((1R,2S)-2-(2-(5-(methylsulfonyl)pyridin-2-yloxy)ethyl)cyclopropyl)piperidine-1-carboxylate

생성물 1

HCID 708192275-(methylsulfonyl)-2-{2-[(1S,2R)-2-piperidin-4-ylcyclopropyl]ethoxy}pyridine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of 1.16 g (2.53 mmol) benzyl 4-[(1R,2S)-2-(2-{[5-(methylsulfonyl)pyridin-2-yl]oxy}ethyl)cyclopropyl]piperidine-1-carboxylate in 15 ml anhydrous methanol at ambient temperature was added 0.12 g (1.13 mmol) palladium on carbon, 10% by weight. The solution was stirred under hydrogen for 4 hours and filtered. The crude product was concentrated to give the title compound as white solid and used for the next step. LC/MS 325.5 (M+1).

후처리

  1. filtrationfiltered
  2. concentrationThe crude product was concentrated

출처 및 근거

ORD 기록
ord-2ce0301331a9452da0a24cc31f5d4d70
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957062B2

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