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Imidazole → HCID 22106242, 화합물

HRID 1456380
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HRID 1456380 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[CH2:14]([N:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][N:26]=2)[C:21]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH2:35][CH2:36][CH2:37]Cl)[CH:29]=2)=[C:20]([NH:39][C:40]([NH:42][C:43]2[C:48]([CH:49]([CH3:51])[CH3:50])=[CH:47][CH:46]=[CH:45][C:44]=2[CH:52]([CH3:54])[CH3:53])=[O:41])[C:19]1=[O:55])[CH2:15][CH2:16][CH3:17]>CN(C=O)C.O>[CH2:14]([N:18]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][N:26]=2)[C:21]([C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH2:35][CH2:36][CH2:37][N:1]3[CH:5]=[CH:4][N:3]=[CH:2]3)[CH:29]=2)=[C:20]([NH:39][C:40]([NH:42][C:43]2[C:48]([CH:49]([CH3:51])[CH3:50])=[CH:47][CH:46]=[CH:45][C:44]=2[CH:52]([CH3:53])[CH3:54])=[O:41])[C:19]1=[O:55])[CH2:15][CH2:16][CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 795ImidazoleHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 22105972HCID 22105972, 화합물

생성물 1

HCID 22106242HCID 22106242, 화합물수율 38.7%

시약·촉매·용매 2

HCID 962Water용매
HCID 6228
Dimethylformamide
용매

실험 절차

To a suspension of imidazole (97 mg, 1.43 mmol), potassium carbonate (246 mg, 1.78 mmol) and sodium iodide (35 mg) in DMF (20 ml) was added N-[1-(butyl-4-{3-(3-chloropropoxy)phenyl}-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl]-N'-(2,6-diisopropylphenyl)urea (700 mg, 1.19 mmol), and the mixture was stirred at 50°-60° C. for 10 hours. After allowed to stand for cooling, the mixture was poured into water, extracted with ethyl acetate, and the extract was washed with water, washed with a saturated aqueous sodium chloride solution, and dried over magnesium sulfate. The residue was concentrated under reduced pressure, and purified by silica gel column chromatography (5% methanol in chloroform) to give the title compound (286 mg, 0.46 mmol).

후처리

  1. temperaturefor cooling
  2. extractionextracted with ethyl acetate
  3. washthe extract was washed with water
  4. washwashed with a saturated aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. concentrationThe residue was concentrated under reduced pressure
  7. custompurified by silica gel column chromatography (5% methanol in chloroform)

출처 및 근거

ORD 기록
ord-fa3c43564139407295add8faec42c623
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05843957

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