Potassium Carbonate → 4-Amino-6-bromo-5-methoxy-2-methylbiphenyl-3-carbonitrile

HRID 17297노트

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HRID 17297 반응식
C(=O)([O-])[O-].[K+].[K+].[Br:7][C:8]1[C:13]([O:14][CH3:15])=[C:12]([NH:16]C(=O)C(F)(F)F)[C:11]([C:23]#[N:24])=[C:10]([CH3:25])[C:9]=1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CO>[NH2:16][C:12]1[C:13]([O:14][CH3:15])=[C:8]([Br:7])[C:9]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:10]([CH3:25])[C:11]=1[C:23]#[N:24]

참가 물질

4

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HCID 11430Potassium CarbonateHCID 86630811N-(2-Bromo-5-cyano-3-methoxy-6-methylbiphenyl-4-yl)2,2,2-trifluoroacetamide

생성물 1

HCID 860974434-Amino-6-bromo-5-methoxy-2-methylbiphenyl-3-carbonitrile수율 94%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
70 °C

실험 절차

Aqueous potassium carbonate solution (1.25 ml) [potassium carbonate (15 g) was dissolved in water (100 ml)] and methanol (1.25 ml) were added to N-(2-bromo-5-cyano-3-methoxy-6-methylbiphenyl-4-yl)2,2,2-trifluoroacetamide (I-38) (133 mg, 0.322 mmol), followed by stirring overnight at 70° C. After cooling, methanol was evaporated away under reduced pressure, followed by extraction with ethyl acetate, washing with saturated brine and drying on anhydrous magnesium sulfate, the solvent was concentrated under reduced pressure to obtain a pale brown residue. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=6:1) to obtain the entitled compound (95 mg, 94%) as a colorless solid.

후처리

  1. temperatureAfter cooling
  2. custommethanol was evaporated away under reduced pressure
  3. extractionfollowed by extraction with ethyl acetate
  4. washwashing with saturated brine
  5. dry with materialdrying on anhydrous magnesium sulfate
  6. concentrationthe solvent was concentrated under reduced pressure
  7. customto obtain a pale brown residue
  8. customThe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=6:1)

출처 및 근거

ORD 기록
ord-9aa13dd326e54abfb0181b08fd8f4200
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737166B2

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