Water → 1-Methyl-4-[5-nitro-6-(propan-2-yloxy)pyridin-2-yl]piperazine

HRID 518833ノート

反応式

HRID 518833 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH3:7][N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.Cl[C:15]1[N:20]=[C:19]([O:21][CH:22]([CH3:24])[CH3:23])[C:18]([N+:25]([O-:27])=[O:26])=[CH:17][CH:16]=1.O>CS(C)=O>[CH3:7][N:8]1[CH2:13][CH2:12][N:11]([C:15]2[CH:16]=[CH:17][C:18]([N+:25]([O-:27])=[O:26])=[C:19]([O:21][CH:22]([CH3:24])[CH3:23])[N:20]=2)[CH2:10][CH2:9]1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 108464126-Chloro-3-nitro-2-(propan-2-yloxy)pyridine

生成物 1

HCID 866979991-Methyl-4-[5-nitro-6-(propan-2-yloxy)pyridin-2-yl]piperazine収率 73.4%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
105 °C

実験手順

463 mg of potassium carbonate and 224 mg of 1-methylpiperazine are added to a solution of 484 mg of 6-chloro-3-nitro-2-(propan-2-yloxy)pyridine in 4.45 ml of DMSO. The reaction medium is heated for 1 hour at 105° C. After cooling, the mixture is run into water and extracted with ethyl acetate. The organic phase is washed with a saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue is taken up in diisopropyl ether and the insoluble material is filtered off and dried under vacuum, so as to give 460 mg of 1-methyl-4-[5-nitro-6-(propan-2-yloxy)pyridin-2-yl]piperazine in the form of a yellow solid.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe organic phase is washed with a saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. filtrationthe insoluble material is filtered off
  8. customdried under vacuum

出典と根拠

ORDレコード
ord-ef3771fabe9341d3937b312a71e67fac
出典データセット
uspto-grants-2015_08
特許番号
US09115140B2

反応ノート

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