Potassium Carbonate → HCID 58281901, 화합물

HRID 2206840노트

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HRID 2206840 반응식
[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

참가 물질

6

반응물 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

생성물 1

HCID 58281901HCID 58281901, 화합물수율 60.1%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 218864351,4-Dioxane--water (1/1)용매

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온도
95 °C

실험 절차

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 till large amount white precipitate forms. Filtration and drying in air gave a White solid 12 (2.58 g, in 60% yield).

후처리

  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 till large amount white precipitate forms
  8. filtrationFiltration
  9. customdrying in air

출처 및 근거

ORD 기록
ord-009b4fc830704f4db7b69b523e4aecab
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09373797B2

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