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

HRID 17297ノート

反応式

HRID 17297 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-9aa13dd326e54abfb0181b08fd8f4200
出典データセット
uspto-grants-2010_06
特許番号
US07737166B2

反応ノート

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