Morpholine → 4-(6-Methyl-5-nitro-2-pyridinyl)morpholine

HRID 594098

반응식

HRID 594098 반응식
Br[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][CH:3]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C(O)C>[CH3:8][C:6]1[N:7]=[C:2]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[CH:3]=[CH:4][C:5]=1[N+:9]([O-:11])=[O:10]

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 247280146-Bromo-2-methyl-3-nitropyridine

생성물 1

HCID 82089554-(6-Methyl-5-nitro-2-pyridinyl)morpholine수율 69.7%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
70 °C

실험 절차

To a solution of 6-bromo-2-methyl-3-nitropyridine (2.05 g, 9.45 mmol) in ethanol (10 mL) was added morpholine (1.728 mL, 19.84 mmol) and the reaction mixture was stirred at 70° C. for 5 hours. The reaction mixture was allowed to cool to room temperature causing a precipitate. The solid was collected by filtration and washed with ethanol (5 mL), then dried in vacuo. The crude was redissolved in a mixture of saturated sodium carbonate solution and ethyl acetate. The organic phase was separated, washed with further saturated sodium carbonate solution, then dried over magnesium sulphate and evaporated in vacuo to give the title compound (1.47 g) as a yellow solid. LCMS (2 min, formic) Rt 0.92 min, m/z (ES+) 224 (M+H).

후처리

  1. temperatureto cool to room temperature
  2. filtrationThe solid was collected by filtration
  3. washwashed with ethanol (5 mL)
  4. customdried in vacuo
  5. dissolutionThe crude was redissolved in a mixture of saturated sodium carbonate solution and ethyl acetate
  6. customThe organic phase was separated
  7. washwashed with further saturated sodium carbonate solution
  8. dry with materialdried over magnesium sulphate
  9. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-456d0803c97f4b36b810f7a4623636de
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242972B2

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