Potassium Carbonate → 4-(2-Butynyloxy)-6-(2,6-dichloro-4-fluorophenoxy)pyrimidine

HRID 1592213

反応式

HRID 1592213 の反応式
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]#[C:11][CH3:12])[N:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:19][C:20]1[CH:25]=[C:24]([F:26])[CH:23]=[C:22]([Cl:27])[C:21]=1[OH:28].[Cl-].[NH4+]>CN(C)C=O>[CH2:9]([O:8][C:6]1[CH:7]=[C:2]([O:28][C:21]2[C:20]([Cl:19])=[CH:25][C:24]([F:26])=[CH:23][C:22]=2[Cl:27])[N:3]=[CH:4][N:5]=1)[C:10]#[C:11][CH3:12]

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 94950Phenol, 2,6-dichloro-4-fluoro-HCID 121376024-(2-Butynyloxy)-6-chloropyrimidine

生成物 1

HCID 225998254-(2-Butynyloxy)-6-(2,6-dichloro-4-fluorophenoxy)pyrimidine収率 61.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To 2 ml of N,N-dimethylformamide were added 0.2 g of 4-chloro-6-(2-butynyloxy)pyrimidine, 0.23 g of potassium carbonate, and 0.20 g of 2,6-dichloro-4-fluorophenol, followed by stirring at 80° 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 0.22 g of 4-(2-butynyloxy)-6-(2,6-dichloro-4-fluorophenoxy)pyrimidine (the present compound (160)).

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-c47668dd6bc14b65bc4e28ebedbff020
出典データセット
uspto-grants-2007_11
特許番号
US07291730B2

関連ノート

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