Morpholine → 4-(5-Chloro-3-nitropyridin-2-yl)morpholine

HRID 1431378노트

반응식

HRID 1431378 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5](F)=[N:6][CH:7]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C1COCC1.CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[N:6][CH:7]=1

참가 물질

5

반응물 2

HCID 8083MorpholineHCID 122757685-Chloro-2-fluoro-3-nitropyridine

생성물 1

HCID 596312064-(5-Chloro-3-nitropyridin-2-yl)morpholine

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

To a stirred solution of 5-chloro-2-fluoro-3-nitropyridine (5 g, 28 mmol) in THF (40 mL) was added morpholine (4 mL, 42 mmol). The reaction was stirred at 0° C. for ten min, at rt for 1 h, and refluxed for four h. The reaction was then cooled to rt, taken up in EtOAc, and washed with satd aq. sodium bicarbonate and brine. The organic layer was dried (magnesium sulfate) and concentrated, affording 4-(5-chloro-3-nitropyridin-2-yl)morpholine as a yellow oil. Mass Spectrum (ESI) m/e=244.0 (M+1).

후처리

  1. temperaturerefluxed for four h
  2. temperatureThe reaction was then cooled to rt
  3. washwashed with satd aq. sodium bicarbonate and brine
  4. dry with materialThe organic layer was dried (magnesium sulfate)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-947a7104fc6143e9a402bcbce6dcbf96
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940724B2

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