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

HRID 465349노트

반응식

HRID 465349 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 24386Thionyl Chloride용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-9afc9657b35444d38a2628ef6d566be9
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05153201

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