3-(Trifluoromethyl)phenol → 4-(3-Trifluoromethylphenoxy)-6-(2-propynyloxy)pyrimidine

HRID 1759806ノート

反応式

HRID 1759806 の反応式
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]#[CH:11])[N:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[F:18][C:19]([F:28])([F:27])[C:20]1[CH:21]=[C:22]([OH:26])[CH:23]=[CH:24][CH:25]=1.[Cl-].[NH4+]>CN(C)C=O>[F:18][C:19]([F:27])([F:28])[C:20]1[CH:21]=[C:22]([CH:23]=[CH:24][CH:25]=1)[O:26][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]#[CH:11])[N:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 73763-(Trifluoromethyl)phenolHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 121375984-Chloro-6-(prop-2-yn-1-yloxy)pyrimidine

生成物 1

HCID 225997254-(3-Trifluoromethylphenoxy)-6-(2-propynyloxy)pyrimidine収率 75.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

To 5 ml of N,N-dimethylformamide were added 0.2 g of 4-chloro-6-(2-propynyloxy)pyrimidine, 0.25 g of potassium carbonate, and 0.19 g of 3-trifluoromethylphenol, followed by stirring at 60° C. for 7 hours. The reaction mixture was then left for cooling to room temperature and poured into a saturated aqueous ammonium chloride solution, which was extracted three times with chloroform. The chloroform layers were combined, washed with diluted hydrochloric acid and then with water, and dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography to give 0.26 g of 4-(3-trifluoromethylphenoxy)-6-(2-propynyloxy)pyrimidine (the present compound (17)).

後処理

  1. waitThe reaction mixture was then left
  2. temperaturefor cooling to room temperature
  3. extractionwas extracted three times with chloroform
  4. washwashed with diluted hydrochloric acid
  5. dry with materialwith water, and dried over anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-0df38802cf584b4ba137ac6dcd9fc00c
出典データセット
uspto-grants-2005_01
特許番号
US06838463B2

反応ノート

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