2-(N-(3,6-dichloropyridazin-4-yl)-N-methylamino)ethanol → HCID 22030726、化合物

HRID 1737610ノート

反応式

HRID 1737610 の反応式
Cl[C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][C:7]=1[N:8]([CH2:10][CH2:11][OH:12])[CH3:9]>[Pd].C(O)C.CO.N>[CH3:9][N:8]([CH2:10][CH2:11][OH:12])[C:7]1[CH:6]=[CH:5][N:4]=[N:3][CH:2]=1

参加物

6

反応物 1

HCID 220307752-(N-(3,6-dichloropyridazin-4-yl)-N-methylamino)ethanol

生成物 1

HCID 22030726HCID 22030726、化合物収率 91%

試薬・触媒・溶媒 4

HCID 23938Palladium触媒HCID 222Ammonia溶媒HCID 702Ethanol溶媒HCID 887Methanol溶媒

実験手順

A mixture of 2-(N-(3,6-dichloropyridazin-4-yl)-N-methylamino)ethanol (444 mg, 2 mmol) and 10% palladium-on-charcoal catalyst (150 mg) in ethanol (15 ml), methanol (5 ml) and aqueous ammonia (15 ml) was stirred under hydrogen at 3 atmospheres pressure for 4 hours. The catalyst was removed by filtration and the solvent removed from the filtrate by evaporation. The residue was dissolved in methylene chloride, the insoluble material was removed by filtration and the solvent was removed from the filtrate by evaporation. The residue was purified by column chromatography on neutral aluminum oxide eluting with methylene chloride/methanol (95/5 followed by 90/10). The purified product was triturated with petroleum ether, the solid product was collected by filtration and dried under vacuum to give 2-(N-methyl-N-(pyridazin-4-yl)amino)ethanol (275 mg, 91%).

後処理

  1. customThe catalyst was removed by filtration
  2. customthe solvent removed from the filtrate by evaporation
  3. dissolutionThe residue was dissolved in methylene chloride
  4. customthe insoluble material was removed by filtration
  5. customthe solvent was removed from the filtrate by evaporation
  6. customThe residue was purified by column chromatography on neutral aluminum oxide eluting with methylene chloride/methanol (95/5 followed by 90/10)
  7. customThe purified product was triturated with petroleum ether
  8. filtrationthe solid product was collected by filtration
  9. customdried under vacuum

出典と根拠

ORDレコード
ord-a01bace63290404086bf6e3b50ddd493
出典データセット
uspto-grants-1999_10
特許番号
US05962458

反応ノート

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