Potassium Carbonate → HCID 58281901、化合物

HRID 1425494ノート

反応式

HRID 1425494 の反応式
[C:1]1([N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[N:9]=[C:8]2[C:16]2[CH:21]=[CH:20][C:19](B3OC(C)(C)C(C)(C)O3)=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:31][C:32]1[CH:37]=[CH:36][C:35](I)=[CH:34][CH:33]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1.O.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>[Br:31][C:32]1[CH:37]=[CH:36][C:35]([C:19]2[CH:18]=[CH:17][C:16]([C:8]3[N:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=4[N:9]=3)=[CH:21][CH:20]=2)=[CH:34][CH:33]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 115221-Bromo-4-iodobenzeneHCID 596290701-phenyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-benzo[d]imidazole

生成物 1

HCID 58281901HCID 58281901、化合物収率 60%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 218864351,4-Dioxane--water (1/1)溶媒

反応条件

温度
95 °C

実験手順

A mixture of compound 3 (4.01 g, 10.1 mmol), 1-bromo-4-iodobenzene (5.73 g, 20.2 mmol), Pd(PPh3)4 (0.58 g, 0.5 mmol) and potassium carbonate (4.2 g, 30 mmol) in dioxane/water (60 ml/10 ml) was degassed and heated at 95° C. overnight. After being cooled to RT, the mixture was filtered to collect the precipitate, which was redissolved in hot dichloromethane. The dichloromethane solution was filtered and concentrated with presence of methanol until a large amount of white precipitate forms. Filtration and drying in air gave a white solid (2.58 g, in 60% yield).

後処理

  1. customwas degassed
  2. temperatureAfter being cooled to RT
  3. filtrationthe mixture was filtered
  4. customto collect the precipitate, which
  5. dissolutionwas redissolved in hot dichloromethane
  6. filtrationThe dichloromethane solution was filtered
  7. concentrationconcentrated with presence of methanol until a large amount of white precipitate forms
  8. filtrationFiltration
  9. customdrying in air
  10. customgave a white solid (2.58 g, in 60% yield)

出典と根拠

ORDレコード
ord-7435f8a6d5324517a376b0e608a9d643
出典データセット
uspto-grants-2015_01
特許番号
US08929978B2

反応ノート

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