Potassium Carbonate → HCID 57592532, 화합물

HRID 1784391노트

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HRID 1784391 반응식
[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[O:10]1[CH:14]=[CH:13][CH:12]=[C:11]1B(O)O.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([C:11]2[O:10][CH:14]=[CH:13][CH:12]=2)[N:3]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 773782,4,6-TrichloropyrimidineHCID 2734357Furan-2-boronic acid

생성물 1

HCID 57592532HCID 57592532, 화합물수율 116.9%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

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온도
130 °C

실험 절차

To a solution of 2,4,6-trichloropyrimidine (0.5 g, 2.73 mmol), 2-furanboronic acid (0.152 g, 1.36 mmol), potassium carbonate (0.377 g, 1.36 mmol)) in toluene (2.5 ml) was added tetrakis(triphenylphosphine)palladium (0.08 g, 0.068 mmol). The reaction vessel was sealed and heated under the influence of microwave radiation (130° C., 600 seconds, low absorption setting). The crude reaction was concentrated in vauo to give an orange oil which was purified by flash chromatography (SiO2) (19:1—Hexanes:EtOAc) to give the title compound (342 mg, 58%) in suitably clean form to be used without further purification. m/z (LC-MSW, ESP):215.1 [M+H]+, R/T=4.68 mins

후처리

  1. customThe reaction vessel was sealed
  2. customThe crude reaction
  3. concentrationwas concentrated in vauo
  4. customto give an orange oil which
  5. customwas purified by flash chromatography (SiO2) (19:1—Hexanes:EtOAc)

출처 및 근거

ORD 기록
ord-95a3cc50a6fa4d84a89131d02674c994
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07504397B2

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