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

HRID 1592132ノート

反応式

HRID 1592132 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-6d9043641d3c4abab1c5a4f6c85b844f
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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