Dimethylformamide → 5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-methyl-3-[4-[2-oxo-8-propyl-4-(trifluoromethyl)-2H-chromen-7-yloxy]butyl]imidazolidine-2,4-dione

HRID 2074433노트

반응식

HRID 2074433 반응식
CN(C)C=O.Br[CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[C:21]([CH2:22][CH2:23][CH3:24])=[C:20]2[C:15]([C:16]([C:26]([F:29])([F:28])[F:27])=[CH:17][C:18](=[O:25])[O:19]2)=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+].[O:36]1[CH2:41][CH2:40][O:39][C:38]2[CH:42]=[C:43]([C:46]3([CH3:53])[NH:50][C:49](=[O:51])[NH:48][C:47]3=[O:52])[CH:44]=[CH:45][C:37]1=2>O>[O:36]1[CH2:41][CH2:40][O:39][C:38]2[CH:42]=[C:43]([C:46]3([CH3:53])[NH:50][C:49](=[O:51])[N:48]([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]4[C:21]([CH2:22][CH2:23][CH3:24])=[C:20]5[C:15]([C:16]([C:26]([F:29])([F:28])[F:27])=[CH:17][C:18](=[O:25])[O:19]5)=[CH:14][CH:13]=4)[C:47]3=[O:52])[CH:44]=[CH:45][C:37]1=2

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 32951335-(2,3-Dihydro-1,4-benzodioxin-6-yl)-5-methylimidazolidine-2,4-dioneHCID 579630147-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one

생성물 1

HCID 441875605-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-methyl-3-[4-[2-oxo-8-propyl-4-(trifluoromethyl)-2H-chromen-7-yloxy]butyl]imidazolidine-2,4-dione수율 95%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

An N,N-dimethylformamide (2 mL) solution of 7-(4-bromobutoxy)-8-propyl-4-(trifluoromethyl)-2H-chromen-2-one (30 mg, 0.074 mmol) was added with potassium carbonate (20.4 mg, 0.148 mmol) and 5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-methylimidazolidine-2,4-dione (27.4 mg, 0.111 mmol) and then stirred overnight. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated under vacuum. The obtained residue was purified using thin-layer silica-gel chromatography (hexane:ethyl acetate=5:2), and the title compound (40.2 mg, 95%) was obtained as colorless oil.

후처리

  1. extractionextracted with ethyl acetate
  2. washSubsequently, the organic layer was washed with saturated saline
  3. customdried
  4. concentrationconcentrated under vacuum
  5. customThe obtained residue was purified

출처 및 근거

ORD 기록
ord-5de2f72c0bd34b2682f13e413149d14f
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919509B2

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