Triethylamine → 1-(1-(3,6-Dichloropyridazin-4-yl)piperidin-4-yl)ethanone

HRID 454940

反応式

HRID 454940 の反応式
C(N(CC)CC)C.[Cl:8][C:9]1[N:10]=[N:11][C:12]([Cl:16])=[CH:13][C:14]=1Cl.[NH:17]1[CH2:22][CH2:21][CH:20]([C:23](=[O:25])[CH3:24])[CH2:19][CH2:18]1>CN(C=O)C.O>[Cl:8][C:9]1[N:10]=[N:11][C:12]([Cl:16])=[CH:13][C:14]=1[N:17]1[CH2:22][CH2:21][CH:20]([C:23](=[O:25])[CH3:24])[CH2:19][CH2:18]1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 951233,4,6-TrichloropyridazineHCID 27237641-(Piperidin-4-yl)ethan-1-one

生成物 1

HCID 585479571-(1-(3,6-Dichloropyridazin-4-yl)piperidin-4-yl)ethanone収率 39%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Triethylamine (2.2 g, 20.0 mmol), 3,4,6-trichloro-pyridazine (1.8 g, 10.0 mmol) and 1-(piperidin-4-yl)ethanone (1.3 g, 10.0 mmol) was dissolved in DMF (20 mL) and the resulting mixture was stirred at room temperature overnight. The mixture was then diluted with water (50 mL) and extracted with EtOAc (2×50 mL). The combined organic extracts were combined and washed with water (20 mL) and brine (20 mL), dried over Na2SO4, and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography on silica gel (20% to 50% EtOAc in hexanes) to give 1-(1-(3,6-dichloropyridazin-4-yl)piperidin-4-yl)ethanone (1.0 g, 3.8 mmol, 39% yield) as white solid. ESI-MS (M+1): 274 calc. for C11H13ClN3O 273.

後処理

  1. extractionextracted with EtOAc (2×50 mL)
  2. washwashed with water (20 mL) and brine (20 mL)
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customThe filtrate was evaporated in vacuo
  6. customthe residue was purified by flash column chromatography on silica gel (20% to 50% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-9f93ca938d46472888460804cf7f0d07
出典データセット
uspto-grants-2013_07
特許番号
US08497265B2

関連ノート

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