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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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[3-(6-Nitro-pyridin-3-yl)-3-aza-bicyclo[3.1.0]hex-1-yl]-carbamic acid tert-butyl ester → [3-(6-Amino-pyridin-3-yl)-3-aza-bicyclo[3.1.0]hex-1-yl]-carbamic acid tert-butyl ester

HRID 1850608
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HRID 1850608 반응식
[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]12[CH2:13][CH:12]1[CH2:11][N:10]([C:14]1[CH:15]=[N:16][C:17]([N+:20]([O-])=O)=[CH:18][CH:19]=1)[CH2:9]2)([CH3:4])([CH3:3])[CH3:2]>CO.C(Cl)Cl.C(OCC)(=O)C.[Pd]>[C:1]([O:5][C:6](=[O:23])[NH:7][C:8]12[CH2:13][CH:12]1[CH2:11][N:10]([C:14]1[CH:15]=[N:16][C:17]([NH2:20])=[CH:18][CH:19]=1)[CH2:9]2)([CH3:4])([CH3:2])[CH3:3]
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참가 물질

5

반응물 1

HCID 67357051[3-(6-Nitro-pyridin-3-yl)-3-aza-bicyclo[3.1.0]hex-1-yl]-carbamic acid tert-butyl ester

생성물 1

HCID 67355528[3-(6-Amino-pyridin-3-yl)-3-aza-bicyclo[3.1.0]hex-1-yl]-carbamic acid tert-butyl ester수율 88.3%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매HCID 21226129Dichloromethane methanol
용매

실험 절차

To a solution of [3-(6-Nitro-pyridin-3-yl)-3-aza-bicyclo[3.1.0]hex-1-yl]-carbamic acid tert-butyl ester (150 mg, 0.468 mmol) in MeOH—CH2Cl2 (3:1) was added Pd/C (24.92 mg, 0.234 mmol). The resulting mixture was stirred under H2 balloon (H2/vacuum exchange three times) at r.t. for 4 h. LCMS showed complete conversion. The reaction mixture was then filtered through a pad of Celite with DCM and concentrated to give a black precipitate. This precipitate was diluted in ethyl acetate followed by filtration. The filtrate was then evaporated to give 120 mg of [3-(6-Amino-pyridin-3-yl)-3-aza-bicyclo[3.1.0]hex-1-yl]-carbamic acid tert-butyl ester in 88% yield. MS (ESI) m/e (M+H+): 291.1

후처리

  1. filtrationThe reaction mixture was then filtered through a pad of Celite with DCM
  2. concentrationconcentrated
  3. customto give a black precipitate
  4. filtrationfollowed by filtration
  5. customThe filtrate was then evaporated

출처 및 근거

ORD 기록
ord-ae3a94209be546098fc192c1384f1944
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08957074B2

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