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

HRID 1737610노트

반응식

HRID 1737610 반응식
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

참가 물질

6

반응물 1

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

생성물 1

HCID 22030726HCID 22030726, 화합물수율 91%

시약·촉매·용매 4

HCID 23938Palladium촉매HCID 222Ammonia용매HCID 702Ethanol용매HCID 887Methanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-a01bace63290404086bf6e3b50ddd493
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05962458

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