Ammonium formate → HCID 58484354、化合物

HRID 42705ノート

反応式

HRID 42705 の反応式
Cl[C:2]1[C:3](=[O:16])[N:4]([CH3:15])[N:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]1.C([O-])=O.[NH4+].ClCCl.CO>[Pd].CO>[CH3:15][N:4]1[C:3](=[O:16])[CH:2]=[C:7]([N:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[CH:6]=[N:5]1

参加物

6

反応物 3

HCID 2723923Ammonium formate2 回HCID 170880204-Chloro-2-methyl-5-(4-methylpiperazin-1-yl)pyridazin-3(2H)-oneHCID 21226129Dichloromethane methanol

生成物 1

HCID 58484354HCID 58484354、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a mixture of 4-chloro-2-methyl-5-(4-methylpiperazin-1-yl)pyridazin-3(2H)-one (4.85 g, 20 mmol) and 10% Pd/C catalyst (1.14 g) in methanol (100 ml) was added ammonium formate (2.90 g, 46 mmol), and the mixture was refluxed under argon with TLC monitoring (dichloromethane:methanol (9:1)). Further portions of ammonium formate were added until the starting material was completely consumed. The catalyst was filtered off and washed with methanol, then the solvent was evaporated under reduced pressure. The residue was taken up in water (30 ml) and extracted with dichloromethane (4×40 ml). The combined extracts were washed with water, dried (Na2SO4) and evaporated. The crude product was purified by recrystallization from ethyl acetate:light petroleum.

後処理

  1. customwas completely consumed
  2. filtrationThe catalyst was filtered off
  3. washwashed with methanol
  4. customthe solvent was evaporated under reduced pressure
  5. extractionextracted with dichloromethane (4×40 ml)
  6. washThe combined extracts were washed with water
  7. dry with materialdried (Na2SO4)
  8. customevaporated
  9. customThe crude product was purified by recrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-481462f735094066b3bc31c610911691
出典データセット
uspto-grants-2013_09
特許番号
US08536210B2

反応ノート

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