Lithium iodide → 1-[2-(Cyclopent-1-en-1-yl)ethyl]-5-ethyl-6-(3,5-dimethylbenzoyl)-2,4-pyrimidinedione

HRID 581880

반응식

HRID 581880 반응식
C(=O)(O)[O-].[Na+].[I-].[Li+].[CH2:8]([C:10]1[C:11](=[O:27])[NH:12][C:13](=[O:26])[NH:14][C:15]=1[C:16](=[O:25])[C:17]1[CH:22]=[C:21]([CH3:23])[CH:20]=[C:19]([CH3:24])[CH:18]=1)[CH3:9].C1(C)C(S(O[CH2:38][CH2:39][C:40]2[CH2:44][CH2:43][CH2:42][CH:41]=2)(=O)=O)=CC=CC=1>CN(C)C=O>[C:40]1([CH2:39][CH2:38][N:14]2[C:15]([C:16](=[O:25])[C:17]3[CH:18]=[C:19]([CH3:24])[CH:20]=[C:21]([CH3:23])[CH:22]=3)=[C:10]([CH2:8][CH3:9])[C:11](=[O:27])[NH:12][C:13]2=[O:26])[CH2:44][CH2:43][CH2:42][CH:41]=1

참가 물질

6

반응물 4

HCID 66321Lithium iodideHCID 516892Sodium BicarbonateHCID 222565796-(3,5-dimethylbenzoyl)-5-ethylpyrimidine-2,4(1H,3H)-dioneHCID 867542202-(Cyclopent-1-en-1-yl)ethyl toluenesulfonate

생성물 1

HCID 4746061-[2-(Cyclopent-1-en-1-yl)ethyl]-5-ethyl-6-(3,5-dimethylbenzoyl)-2,4-pyrimidinedione수율 40.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

A mixture of sodium bicarbonate (0.10 g, 1.2 mmol) and lithium iodide (13 mg, 0.1 mmol) were added to dimethylformamide solution (10 ml) of 5-ethyl-6-(3,5-dimethylbenzoyl)-2,4-pyrimidinedione (0.27 g, 1.0 mmol) and 2-(cyclopent-1-en-1-yl)ethyl toluenesulfonate (0.27 g, 1.0 mmol). And then, the reaction mixture was stirred at 90° C. for overnight, concentrated for removement of dimethylformamide, extracted with dichloromethane, dried, filtered and separated by column chromatography to give a desirable product as a white solid (148 mg).

후처리

  1. concentrationconcentrated for removement of dimethylformamide
  2. extractionextracted with dichloromethane
  3. customdried
  4. filtrationfiltered
  5. customseparated by column chromatography

출처 및 근거

ORD 기록
ord-08fb5b5271d448cf9530bbfd9ee00e0c
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05922727

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