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4-Chloro-3-nitropyridine → HCID 58386784, 화합물

HRID 924448
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HRID 924448 반응식
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH3:11][C@H:12]1[CH2:17][NH:16][CH2:15][C@@H:14]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:13]1>C(O)(C)C>[CH3:11][C@H:12]1[CH2:17][N:16]([C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH2:15][C@@H:14]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:13]1
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참가 물질

4

반응물 2

HCID 27357814-Chloro-3-nitropyridineHCID 57433105tert-Butyl ((3S,5R)-5-methylpiperidin-3-yl)carbamate

생성물 1

HCID 58386784HCID 58386784, 화합물수율 76.3%

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
75 °C

실험 절차

A mixture of 4-chloro-3-nitropyridine (0.704 g, 4.44 mmol) and tert-butyl [(3S,5R)-5-methylpiperidin-3-yl]carbamate (1.0 g, 4.7 mmol) in isopropyl alcohol (8.7 mL) was stirred at 75° C. overnight. The mixture was concentrated under reduced pressure, and the resulting residue was diluted with water and extracted with EtOAc. The organic extracts were combined and evaporated under reduced pressure. The residue was purified by flash chromatography on 40 g silica gel, eluting with 0-90% EtOAc in hexanes, to give the sub-title compound as a yellow solid (1.14 g, 76.2%). LCMS calc. for C16H25N4O4 (M+H)+: m/z=337.2. found: 337.3.

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionthe resulting residue was diluted with water
  3. extractionextracted with EtOAc
  4. customevaporated under reduced pressure
  5. customThe residue was purified by flash chromatography on 40 g silica gel
  6. washeluting with 0-90% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-6ce2661aee084cf69b978e6ed7d5ed46
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278950B2

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