1-Butyl-3-methylimidazolium hexafluorophosphate → N*6*,N*6*-Diethyl-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazine-3,6-diamine

HRID 657875

反応式

HRID 657875 の反応式
Cl[C:2]1[C:3]([CH3:13])=[C:4]([CH3:12])[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1.F[P-](F)(F)(F)(F)F.[CH2:21]([N+:25]1[CH:29]=[CH:28]N(C)C=1)[CH2:22]CC>C(NCC)C>[CH2:21]([N:25]([CH2:29][CH3:28])[C:2]1[C:3]([CH3:13])=[C:4]([CH3:12])[C:5]2[N:6]([C:8]([NH2:11])=[N:9][N:10]=2)[N:7]=1)[CH3:22]

参加物

4

反応物 2

HCID 27341741-Butyl-3-methylimidazolium hexafluorophosphateHCID 580458046-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-B]pyridazin-3-amine

生成物 1

HCID 58045894N*6*,N*6*-Diethyl-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazine-3,6-diamine

試薬・触媒・溶媒 1

HCID 8021Diethylamine溶媒

実験手順

6-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.006a, 800 mg and 650 mg divided between 2 microwave vessels) was initially charged each dissolved in 12 ml of diethylamine and admixed with 1-butyl-3-methylimidazolium hexafluorophosphate (150 μl). Subsequently, they were placed into the microwave at 180° C. for 4 h. In order to complete the reaction, they were placed again into the microwave at 180° C. for 4 h and then left to stand overnight. The two reaction mixtures were combined in a round-bottom flask and dried. The residue was admixed with water and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. The residue was purified by means of preparative HPLC (met. F), and the clean product fractions were combined, freed of the acetonitrile under reduced pressure, alkalized with saturated potassium carbonate solution and extracted repeatedly with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. 900 mg of the title compound were obtained.

後処理

  1. customthe reaction, they
  2. waitwere placed again into the microwave at 180° C. for 4 h
  3. waitleft
  4. waitto stand overnight
  5. customThe two reaction mixtures
  6. customwere combined in a round-bottom flask
  7. customdried
  8. extractionextracted three times with dichloromethane
  9. dry with materialThe combined organic phases were dried over sodium sulfate
  10. filtrationfiltered
  11. concentrationconcentrated
  12. customThe residue was purified by means of preparative HPLC (met. F)
  13. extractionextracted repeatedly with dichloromethane
  14. dry with materialThe combined organic phases were dried over sodium sulfate
  15. filtrationfiltered
  16. concentrationconcentrated

出典と根拠

ORDレコード
ord-cf89ee8961294bbca38c75059dd07309
出典データセット
uspto-grants-2011_12
特許番号
US08076336B2

関連ノート

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