5-Fluoro-3-methyl-1H-indole-2-carboxylic acid → 5-Fluoro-3-methyl-1H-indole

HRID 2110371ノート

反応式

HRID 2110371 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](C(O)=O)=[C:5]2[CH3:14]>N1C2C(=CC=CC=2)C=CC=1.[Cu]>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH3:14]

参加物

4

反応物 1

HCID 11329675-Fluoro-3-methyl-1H-indole-2-carboxylic acid

生成物 1

HCID 223515035-Fluoro-3-methyl-1H-indole

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 7047Quinoline溶媒

実験手順

5-fluoro-3-methyl-1H-indole-2-carboxylic acid (8.49 g, 43.9 mmol) and copper metal (0.35 g, 5.5 mmol) in distilled quinoline (22 mL) was heated to reflux for 3 hours. The copper powder was filtered off and the filtrate was brought to pH 3 at 0° C. with a 6N aqueous solution of hydrochloric acid. The solution was extracted with ether (200 mL) and the organics washed with saturated sodium chloride (200 mL), dried over magnesium sulfate and concentrated in vacuo to give 5-fluoro-3-methyl-1H-indole as a brown solid. MS (ES) m/z 150.0.

後処理

  1. temperatureto reflux for 3 hours
  2. filtrationThe copper powder was filtered off
  3. customwas brought to pH 3 at 0° C. with a 6N aqueous solution of hydrochloric acid
  4. extractionThe solution was extracted with ether (200 mL)
  5. washthe organics washed with saturated sodium chloride (200 mL)
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-52fa1eca136d46f1b71b3b9d3e88e705
出典データセット
uspto-grants-2009_04
特許番号
US07517899B2

反応ノート

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