Water → HCID 86648997、化合物

HRID 1877848ノート

反応式

HRID 1877848 の反応式
P(Cl)(Cl)(Cl)=O.[Cl:6][C:7]1[N:12]=[C:11]([N:13]([CH:15]2[CH2:18][CH2:17][CH2:16]2)[CH3:14])[CH:10]=[N:9][CH:8]=1.O.CN([CH:23]=[O:24])C>>[Cl:6][C:7]1[C:8]([CH:23]=[O:24])=[N:9][CH:10]=[C:11]([N:13]([CH:15]2[CH2:16][CH2:17][CH2:18]2)[CH3:14])[N:12]=1

参加物

5

反応物 4

HCID 962WaterHCID 6228Dimethylformamide2 回HCID 24813Phosphorus oxychlorideHCID 866489966-chloro-N-cyclobutyl-N-methylpyrazin-2-amine

生成物 1

HCID 86648997HCID 86648997、化合物収率 66%

実験手順

Phosphoryl chloride (4.3 mL) was added dropwise to DMF (20 mL) at 0° C., and the mixture was stirred for 20 min. To the reaction mixture was added a solution of 6-chloro-N-cyclobutyl-N-methylpyrazin-2-amine (4.61 g) in DMF (5 mL), and the mixture was stirred at 50° C. for 15 hr. Water was added to the reaction mixture and the mixture was stirred for 2 hr and extracted with ethyl acetate. The extract was washed with water and saturated brine and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient: 10→50% ethyl acetate/hexane) and recrystallized from hexane-diisopropyl ether to give the title compound (3.46 g, 66%).

後処理

  1. stirringthe mixture was stirred at 50° C. for 15 hr
  2. stirringthe mixture was stirred for 2 hr
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water and saturated brine
  5. dry with materialdried over magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (solvent gradient: 10→50% ethyl acetate/hexane)
  8. customrecrystallized from hexane-diisopropyl ether

出典と根拠

ORDレコード
ord-e007294be35341d5a7741c8ae0532b8d
出典データセット
uspto-grants-2012_11
特許番号
US08314088B2

反応ノート

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