Potassium Carbonate → HCID 57592532、化合物

HRID 1784391ノート

反応式

HRID 1784391 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 57592532HCID 57592532、化合物収率 116.9%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 1140Toluene溶媒

反応条件

温度
130 °C

実験手順

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

後処理

  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)

出典と根拠

ORDレコード
ord-95a3cc50a6fa4d84a89131d02674c994
出典データセット
uspto-grants-2009_03
特許番号
US07504397B2

反応ノート

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