Triethylamine → 3-{beta-(1-Ethyl-2-phenylimidazole-4-yl)acryloyl}amino-delta-valerolactam

HRID 465349ノート

反応式

HRID 465349 の反応式
Cl.[CH2:2]([N:4]1[CH:8]=[C:7]([CH:9]=[CH:10][C:11]([OH:13])=O)[N:6]=[C:5]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:3].C(N(CC)CC)C.[NH2:27][CH:28]1[CH2:34][CH2:33][NH:32][C:30](=[O:31])[CH2:29]1.C(=O)(O)[O-].[Na+]>S(Cl)(Cl)=O.O1CCCC1>[CH2:2]([N:4]1[CH:8]=[C:7]([CH:9]=[CH:10][C:11]([NH:27][CH:28]2[CH2:34][CH2:33][NH:32][C:30](=[O:31])[CH2:29]2)=[O:13])[N:6]=[C:5]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:3]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 199802604-Aminopiperidin-2-oneHCID 70344434beta-(1-Ethyl-2-phenylimidazole-4-yl)acrylate hydrochloride

生成物 1

HCID 545002753-{beta-(1-Ethyl-2-phenylimidazole-4-yl)acryloyl}amino-delta-valerolactam収率 422.2%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 24386Thionyl Chloride溶媒2 回

実験手順

β-(1-Ethyl-2-phenylimidazole-4-yl)acrylate hydrochloride (5.49 g, 20.3 mmole) was heated with stirring in thionyl chloride (50 ml) for 50 minutes. After excessive thionyl chloride was completely distilled off under reduced pressure, tetrahydrofuran (50 ml) and triethylamine (4.12 g, 40.7 mmole) were added and then 3-amino-δ-valerolactam (2.79 g, 24.4 mmole) was added to the mixture with cooling, followed by stirring at room temperature overnight. A sodium bicarbonate solution was added to the reaction mixture which was extracted with a chlorofolm-methanol mixed solvent. After drying over magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was subjected to silica gel flash chromatography to obtain the titled compound (29 g, 62.3%).

後処理

  1. additionwere added
  2. temperaturewith cooling
  3. extractionwas extracted with a chlorofolm-methanol mixed solvent
  4. dry with materialAfter drying over magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-9afc9657b35444d38a2628ef6d566be9
出典データセット
uspto-grants-1992_10
特許番号
US05153201

反応ノート

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