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Cesium carbonate → HCID 68283121, 화합물

HRID 1397828
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HRID 1397828 반응식
FC(F)(F)[C:3]1[N:16]=[C:15]2[C:17]3=[C:18]4[C:8]([N:9]=[C:10](C(F)(F)F)[N:11]=[C:12]4[CH:13]=[C:14]2Br)=[C:7](Br)[CH:6]=[C:5]3[N:4]=1.[C:27]([C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=1)#[N:28].C(=O)([O-])[O-].[Cs+].[Cs+]>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[C:27]([C:29]1[CH:34]=[CH:33][C:32]([C:7]2[C:8]3[C:18]4[C:12](=[CH:13][C:14]([C:13]5[CH:12]=[CH:18][C:17]([C:5]#[N:4])=[CH:15][CH:14]=5)=[C:15]5[C:17]=4[C:5]([CH:6]=2)=[N:4][CH:3]=[N:16]5)[N:11]=[CH:10][N:9]=3)=[CH:31][CH:30]=1)#[N:28]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 27343264-Cyanophenylboronic acidHCID 60202001HCID 60202001, 화합물

생성물 1

HCID 68283121HCID 68283121, 화합물수율 120%

시약·촉매·용매 1

HCID 44119782Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매

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온도
101 °C

실험 절차

An oven-dried Schlenk tube was loaded with 100 mg (0.20 mmol) 2,7-bis-(trifluoromethyl)-4,9-dibromo-1,3,6,8-tetraazapyrene, 147 mg (1.00 mmol) 4-cyanophenylboronic acid, 391 mg (1.20 mmol) caesium carbonate and 15 mg (0.02 mmol) Pd(dppf)Cl2 and evacuated and refilled with argon for three times. 20 ml abs. 1,4-dioxane were added, the Schlenk tube was sealed with a glass cap and the reaction mixture was stirred at 101° C. for 48 h. The mixture was allowed to cool to room temperature, the solvent was evaporated and the solid residue was extracted with chloroform. The organic phase was washed with water and brine, dried over sodium sulphate and evaporated in vacuo. The solid was washed with methanol and pentane to yield 65 mg (0.12 mmol, 60%) of the compound as a light grey solid.

후처리

  1. customevacuated
  2. additionrefilled with argon for three times
  3. addition1,4-dioxane were added
  4. customthe Schlenk tube was sealed with a glass
  5. customcap
  6. temperatureto cool to room temperature
  7. customthe solvent was evaporated
  8. extractionthe solid residue was extracted with chloroform
  9. washThe organic phase was washed with water and brine
  10. dry with materialdried over sodium sulphate
  11. customevaporated in vacuo
  12. washThe solid was washed with methanol and pentane

출처 및 근거

ORD 기록
ord-eba5bc1d98984f62880f0fbc1f8270f6
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08901300B2

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