Ethyl Acetate → HCID 56646051、化合物

HRID 1422455ノート

反応式

HRID 1422455 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[C:32]1[CH:37]=[CH:36][C:35]([N:38]2[C:50]3[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=3C3C2=CC=CC=3)=[CH:34][CH:33]=1.[F-].[K+].C(O[CH2:57][CH3:58])(=O)C>CN(C=O)C.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: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:17]=[CH:18][C:19]([C:58]3[CH:57]=[CH:3][C:2]([N:38]4[C:50]5[CH:45]=[CH:46][CH:47]=[CH:48][C:49]=5[C:34]5[C:35]4=[CH:36][CH:37]=[CH:32][CH:33]=5)=[CH:1][CH:6]=3)=[CH:20][CH:21]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 522689Potassium FluorideHCID 223613909-(4-Bromophenyl)carbazoleHCID 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 56646051HCID 56646051、化合物収率 47%

試薬・触媒・溶媒 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

A mixture of Compound 10 (1.41 g, 3.56 mmol), 9-(4-bromophenyl)-9H-carbazole (1.15 g, 3.56 mmol), Pd(dppf)Cl2 (100 mg, 0.14 mmol) and KF (0.619 g, 10.7 mmol) in anhydrous DMF (20 mL) was heated at 120° C. under argon overnight. After cooling to r.t., ethyl acetate (200 mL) was added and the whole was stirred for 15 min. The resulting mixture was filtered. The solid was collected and dissolved in DCM (200 mL), which was filtered, concentrated and recrystallized to give a white solid (Compound 11) (550 mg).

後処理

  1. temperatureAfter cooling to r.t.
  2. filtrationThe resulting mixture was filtered
  3. customThe solid was collected
  4. dissolutiondissolved in DCM (200 mL)
  5. filtrationwhich was filtered
  6. concentrationconcentrated
  7. customrecrystallized

出典と根拠

ORDレコード
ord-d11f7ddb6227481691366563455368a5
出典データセット
uspto-grants-2015_01
特許番号
US08927121B2

反応ノート

読み込み中…