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

HRID 594098

反応式

HRID 594098 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-456d0803c97f4b36b810f7a4623636de
出典データセット
uspto-grants-2016_01
特許番号
US09242972B2

関連ノート

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