Piperidine → 4-Nitro-3-(piperidin-1-yl)pyridine 1-oxide

HRID 69870노트

반응식

HRID 69870 반응식
Br[C:2]1[CH:3]=[N+:4]([O-:11])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>C(O)C>[N+:8]([C:7]1[CH:6]=[CH:5][N+:4]([O-:11])=[CH:3][C:2]=1[N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)([O-:10])=[O:9]

참가 물질

4

반응물 2

HCID 8082PiperidineHCID 5485213-Bromo-4-nitropyridine N-oxide

생성물 1

HCID 147359134-Nitro-3-(piperidin-1-yl)pyridine 1-oxide수율 92%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

3-bromo-4-nitropyridine-N-oxide (1.0 equiv.) and piperidine (2.0 equiv.) in ethanol, at a concentration of 0.2 M, was heated at reflux for 16 hours. Upon cooling the ethanol was removed in vacuo. The residue was partitioned between EtOAc and Na2CO3(sat), and washed further with H2O, NaCl(sat.), was dried over MgSO4, was filtered and the volatiles were removed in vacuo yielding 4-nitro-3-(piperidin-1-yl)pyridine 1-oxide (92%). LCMS (m/z): 224.0 (MH+); LC Rt=2.48 min.

후처리

  1. temperatureat reflux for 16 hours
  2. customwas removed in vacuo
  3. customThe residue was partitioned between EtOAc and Na2CO3(sat)
  4. washwashed further with H2O, NaCl(sat.)
  5. dry with materialwas dried over MgSO4
  6. filtrationwas filtered
  7. customthe volatiles were removed in vacuo

출처 및 근거

ORD 기록
ord-72bf3e74e91841bfbe73366322a278a1
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822497B2

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