Sodium Chloride → HCID 90416413, 화합물

HRID 633605노트

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HRID 633605 반응식
[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]2[CH:13]=[CH:12][NH:11][C:7]2=[C:8]([Cl:10])[N:9]=1.I[CH3:15].[Cl-].[NH4+].[Cl-].[Na+]>O1CCCC1>[Br:3][C:4]1[CH:5]=[C:6]2[CH:13]=[CH:12][N:11]([CH3:15])[C:7]2=[C:8]([Cl:10])[N:9]=1

참가 물질

7

반응물 5

HCID 5234Sodium ChlorideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 467379065-Bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine

생성물 1

HCID 90416413HCID 90416413, 화합물수율 112.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Sodium hydride (60% dispersion in oil, 1.45 g, 36.3 mmol) was added portionwise to a 0° C. solution of 5-bromo-7-chloro-1H-pyrrolo[2,3-c]pyridine (CAS 1198096-48-8) (4.2 g, 18.14 mmol) and tetrahydrofuran (42 mL). After 15 minutes at 0° C. iodomethane (1.7 mL, 27.2 mmol) was added. The reaction mixture was stirred at 0° C. for 30 minutes and at ambient temperature for 2 hours. The reaction mixture was cooled to 0° C. and 30 mL saturated aqueous ammonium chloride solution was added, followed by addition of saturated aqueous sodium chloride. The mixture was extracted with ethyl acetate. The organic extract was washed with saturated aqueous sodium chloride, dried (anhydrous sodium sulfate), filtered, and concentrated to afford 5 g yellow solid. The crude product was purified by flash chromatography (silica gel, 2-20% ethyl acetate in heptanes) to provide 3.7 g (84%) of the title compound.

후처리

  1. temperatureThe reaction mixture was cooled to 0° C.
  2. extractionThe mixture was extracted with ethyl acetate
  3. extractionThe organic extract
  4. washwas washed with saturated aqueous sodium chloride
  5. dry with materialdried (anhydrous sodium sulfate)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9d4a8e7f2311467d988d4125aec7da6a
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321764B2

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