Potassium Carbonate → 4-(2-Butynyloxy)-6-(2,3-methylenedioxyphenoxy)pyrimidine

HRID 1759853

反応式

HRID 1759853 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+].[CH2:19]1[O:27][C:26]2[C:21](=[C:22]([OH:28])[CH:23]=[CH:24][CH:25]=2)[O:20]1>CN(C)C=O>[CH2:9]([O:8][C:6]1[CH:7]=[C:2]([O:28][C:22]2[CH:23]=[CH:24][CH:25]=[C:26]3[O:27][CH2:19][O:20][C:21]=23)[N:3]=[CH:4][N:5]=1)[C:10]#[C:11][CH3:12]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 5867271,3-Benzodioxol-4-olHCID 121376024-(2-Butynyloxy)-6-chloropyrimidine

生成物 1

HCID 225997834-(2-Butynyloxy)-6-(2,3-methylenedioxyphenoxy)pyrimidine収率 68%

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 183 mg of 4-chloro-6-(2-butynyloxy)pyrimidine, 166 mg of potassium carbonate, and 138 mg of 2,3-methylenedioxyphenol, followed by stirring at 80° C. for 7 hours and then at 120° C. for 3 hours. The reaction mixture was then left for cooling to room temperature and subjected to phase separation three times between ethyl acetate and an aqueous sodium chloride solution. The organic layers were dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography to give 193 mg of 4-(2-butynyloxy)-6-(2,3-methylenedioxyphenoxy)pyrimidine (the present compound (64)).

後処理

  1. waitat 120° C. for 3 hours
  2. waitThe reaction mixture was then left
  3. temperaturefor cooling to room temperature
  4. customsubjected to phase separation three times between ethyl acetate
  5. dry with materialThe organic layers were dried over anhydrous magnesium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-7f7c8712b8194b05b70f7c69377106d9
出典データセット
uspto-grants-2005_01
特許番号
US06838463B2

関連ノート

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