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

HRID 1592132노트

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HRID 1592132 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

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)).

후처리

  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

출처 및 근거

ORD 기록
ord-6d9043641d3c4abab1c5a4f6c85b844f
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291730B2

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