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Sodium hydride → 5-Bromo-2-(cyclopropylmethoxy)pyrimidine

HRID 633731
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반응식

HRID 633731 반응식
[H-].[Na+].[CH:3]1([CH2:6][OH:7])[CH2:5][CH2:4]1.[Br:8][C:9]1[CH:10]=[N:11][C:12](Cl)=[N:13][CH:14]=1>C1COCC1.O>[Br:8][C:9]1[CH:10]=[N:11][C:12]([O:7][CH2:6][CH:3]2[CH2:5][CH2:4]2)=[N:13][CH:14]=1
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참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 75644CyclopropanemethanolHCID 6066655-Bromo-2-chloropyrimidine

생성물 1

HCID 638684135-Bromo-2-(cyclopropylmethoxy)pyrimidine수율 94.7%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매3회

실험 절차

A suspension of 607.92 mg (15.20 mmol) of sodium hydride in 50 mL of THF is prepared under argon. A solution of 1.10 g (15.20 mmol) of cyclopropanemethanol in 5 mL of THF is added dropwise. The mixture is stirred for 50 minutes at room temperature. 1 g (5.07 mmol) of 5-bromo-2-chloropyrimidine in 5 mL of THF is then added. The mixture is stirred at room temperature overnight. The reaction mixture is taken up in water and extracted with ethyl acetate. The organic phase is washed with aqueous NaHCO3 solution and with saturated aqueous NaCl solution, dried and evaporated to dryness to give 1.10 g of 5-bromo-2-cyclopropylmethoxypyrimidine, corresponding to the following characteristics:

후처리

  1. customis prepared under argon
  2. stirringThe mixture is stirred at room temperature overnight
  3. extractionextracted with ethyl acetate
  4. washThe organic phase is washed with aqueous NaHCO3 solution and with saturated aqueous NaCl solution
  5. customdried
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-718e73a125124c20b5c75d72e04f5cc1
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09321790B2

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