Water → 4-(2-Fluorophenyl)-6-(3-pentynyloxy)pyrimidine

HRID 1592209ノート

反応式

HRID 1592209 の反応式
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[F:14])[N:5]=[CH:4][N:3]=1.[CH2:15]([OH:20])[CH2:16][C:17]#[C:18][CH3:19].[H-].[Na+].O>CN(C)C=O>[F:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[C:6]1[CH:7]=[C:2]([O:20][CH2:15][CH2:16][C:17]#[C:18][CH3:19])[N:3]=[CH:4][N:5]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 662953-Pentyn-1-olHCID 225998154-Chloro-6-(2-fluorophenyl)pyrimidine

生成物 1

HCID 225997464-(2-Fluorophenyl)-6-(3-pentynyloxy)pyrimidine収率 83.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

In 10 ml of N,N-dimethylformamide were dissolved 457 mg of 4-chloro-6-(2-fluorophenyl)pyrimidine and 277 mg of 3-pentyn-1-ol, to which 132 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 8 hours. The reaction mixture was then poured into water and extracted three times with ethyl acetate. The organic layers were combined, washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The resulting residue was subjected to silica gel column chromatography to give 467 mg of 4-(2-fluorophenyl)-6-(3-pentynyloxy)pyrimidine (the present compound (153)).

後処理

  1. extractionextracted three times with ethyl acetate
  2. washwashed with a saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-d12ba3fbbc074e8cbacae6546bb6f95b
出典データセット
uspto-grants-2007_11
特許番号
US07291730B2

反応ノート

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