Pyrazole → HCID 86712410, 화합물

HRID 628215노트

반응식

HRID 628215 반응식
Br[C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:4]=2[CH:3]=1.[NH:21]1[CH:25]=[CH:24][CH:23]=[N:22]1.C(=O)([O-])[O-].[K+].[K+].N1CCC[C@H]1C(O)=O>ClCCl.[Cu]I.CS(C)=O>[C:4]1([N:5]2[C:6]3[CH:11]=[C:10]([N:21]4[CH:25]=[CH:24][CH:23]=[N:22]4)[CH:9]=[CH:8][C:7]=3[C:20]3[C:15]2=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:12]=[CH:13][CH:14]=[CH:2][CH:3]=1

참가 물질

8

반응물 4

HCID 1048PyrazoleHCID 11430Potassium CarbonateHCID 145742L-ProlineHCID 668380442-Bromo-9-phenyl-9H-carbazole

생성물 1

HCID 86712410HCID 86712410, 화합물수율 45%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 679Dimethyl Sulfoxide용매HCID 6344Dichloromethane용매

반응 조건

온도
90 °C

실험 절차

A pressure vessel was charged with 2-bromo-9-phenyl-9H-carbazole (10 mmol), pyrazole (20 mmol), potassium carbonate (20 mmol), L-proline (2 mmol), copper(I) iodide (1 mmol), and dimethyl sulfoxide (25 mL). After three cycles of evacuation and backfilling with nitrogen, the vessel was sealed and stirred at 90° C. for three days. After cooling, the reaction mixture was diluted with dichloromethane (200 mL), washed four times with water (200 mL), and dried over magnesium sulfate. After removing the solvent under reduced pressure, the crude product was chromatographed over silica with hexane as the eluent, giving 9-phenyl-2-(1H-pyrazol-1-yl)-9H-carbazole in 45% yield.

후처리

  1. customAfter three cycles of evacuation and backfilling with nitrogen, the vessel was sealed
  2. temperatureAfter cooling
  3. washwashed four times with water (200 mL)
  4. dry with materialdried over magnesium sulfate
  5. customAfter removing the solvent under reduced pressure
  6. customthe crude product was chromatographed over silica with hexane as the eluent

출처 및 근거

ORD 기록
ord-e963c325a1ca47588ca1445589987a02
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09312502B2

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