Potassium Carbonate → 6-[4-(2-Trifluoromethylphenylamino)piperidin-1-yl]pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide

HRID 552147ノート

反応式

HRID 552147 の反応式
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]([F:17])([F:16])[F:15])[CH2:3][CH2:2]1.[CH:18]1([CH2:21][CH2:22][NH:23][C:24]([C:26]2[N:27]=[N:28][C:29](Cl)=[CH:30][CH:31]=2)=[O:25])[CH2:20][CH2:19]1.C([O-])([O-])=O.[K+].[K+]>[N+](CCCC)(CCCC)(CCCC)CCCC.[I-].O1CCOCC1>[CH:18]1([CH2:21][CH2:22][NH:23][C:24]([C:26]2[N:27]=[N:28][C:29]([N:1]3[CH2:2][CH2:3][CH:4]([NH:7][C:8]4[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=4[C:14]([F:15])([F:16])[F:17])[CH2:5][CH2:6]3)=[CH:30][CH:31]=2)=[O:25])[CH2:20][CH2:19]1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 54902682Piperidin-4-yl-(2-trifluoromethylphenyl)amineHCID 655615656-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide

生成物 1

HCID 115610976-[4-(2-Trifluoromethylphenylamino)piperidin-1-yl]pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide収率 57%

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture of piperidin-4-yl-(2-trifluoromethylphenyl)amine (0.380 g, 1.55 mmol), 6-chloropyridazine-3-carboxylic acid (2-cyclopropylethyl)amide (0.276 g, 1.00 mmol), K2CO3 (0.277 g, 2.0 mmol) and n-Bu4NI (10 mg) in dioxane (10 mL) was heated to reflux overnight, then concentrated. The residue was purified by flash chromatography to give 6-[4-(2-trifluoromethylphenylamino)piperidin-1-yl]pyridazine-3-carboxylic acid (2-cyclopropylethyl)amide (0.247 g). MS (ES+) m/z 434.3 (M+1).

後処理

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. concentrationconcentrated
  4. customThe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-3ae5445b121044cd986e5680b62d1618
出典データセット
uspto-grants-2011_05
特許番号
US07951805B2

反応ノート

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