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Water → HCID 22106211、化合物

HRID 1456374
ノート
印刷プレビュー

反応式

HRID 1456374 の反応式
[CH2:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][N:13]=2)[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=2)=[C:7]([NH:22][C:23]([NH:25][C:26]2[C:31]([CH:32]([CH3:34])[CH3:33])=[CH:30][CH:29]=[CH:28][C:27]=2[CH:35]([CH3:37])[CH3:36])=[O:24])[C:6]1=[O:38])[CH2:2][CH2:3][CH3:4].[H-].[Na+].[C:41]([O:44][CH2:45][CH2:46]Br)(=[O:43])[CH3:42].O>CN(C=O)C>[CH2:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][N:13]=2)[C:8]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH2:46][CH2:45][O:44][C:41](=[O:43])[CH3:42])[CH:16]=2)=[C:7]([NH:22][C:23]([NH:25][C:26]2[C:27]([CH:35]([CH3:37])[CH3:36])=[CH:28][CH:29]=[CH:30][C:31]=2[CH:32]([CH3:33])[CH3:34])=[O:24])[C:6]1=[O:38])[CH2:2][CH2:3][CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 135641-Acetoxy-2-bromoethaneHCID 24758Sodium hydrideHCID 12972101HCID 12972101、化合物

生成物 1

HCID 22106211HCID 22106211、化合物収率 59.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of N-(1-butyl-4-(3-hydroxyphenyl)-1,2-dihydro-2-oxo-1,8-naphthyridin-3-yl)-N'-(2,6-diisopropylphenyl)urea (300 mg, 0.59 mmol) in DMF (10 ml) was added sodium hydride (NaH, 23 mg, 0.59 mmol), and the mixture was stirred at room temperature for 0.5 hour. To the mixture was added 2-bromoethyl acetate (98 mg, 0.59 mmol), and the mixture was stirred at 40°-50° C. for 6 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 anhydrous magnesium sulfate. The residue was concentrated under reduced pressure, and purified by silica gel column chromatography (3% methanol in chloroform) to give the title compound (209 mg, 0.35 mmol) as a colorless powder.

後処理

  1. stirringthe mixture was stirred at 40°-50° C. for 6 hours
  2. temperaturefor cooling
  3. extractionextracted with ethyl acetate
  4. washthe extract was washed with water
  5. washwashed with a saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationThe residue was concentrated under reduced pressure
  8. custompurified by silica gel column chromatography (3% methanol in chloroform)

出典と根拠

ORDレコード
ord-f871d6ebd5a848cbaf78089018acd247
出典データセット
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05843957

反応ノート

読み込み中…

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