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Cesium carbonate → HCID 68283121、化合物

HRID 1397828
ノート
印刷プレビュー

反応式

HRID 1397828 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 27343264-Cyanophenylboronic acidHCID 60202001HCID 60202001、化合物

生成物 1

HCID 68283121HCID 68283121、化合物収率 120%

試薬・触媒・溶媒 1

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

反応条件

温度
101 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-eba5bc1d98984f62880f0fbc1f8270f6
出典データセット
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08901300B2

反応ノート

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