Ethyl Acetate → HCID 56646051, 화합물

HRID 1422455노트

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HRID 1422455 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[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

참가 물질

7

반응물 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

생성물 1

HCID 56646051HCID 56646051, 화합물수율 47%

시약·촉매·용매 2

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

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온도
120 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-d11f7ddb6227481691366563455368a5
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927121B2

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