Potassium Carbonate → 5-Bromo-1H-thieno[3,2-c]pyrazole

HRID 2078725ノート

反応式

HRID 2078725 の反応式
[Br:1][C:2]1[S:9][C:8]2[CH:7]=[N:6][N:5](C(=O)C)[C:4]=2[CH:3]=1.O1CCOCC1.C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C>[Br:1][C:2]1[S:9][C:8]2[CH:7]=[N:6][NH:5][C:4]=2[CH:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 57637364848357-82-42 回

生成物 1

HCID 576373985-Bromo-1H-thieno[3,2-c]pyrazole収率 95.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
95 °C

実験手順

A mixture of 1-(5-bromo-thieno[3,2-c]pyrazol-1-yl)-ethanone [12.0 g, 49.0 mmol Intermediate (51)], 1,4-dioxane (120 mL), and 2 M aqueous potassium carbonate (80.0 mL) was stirred at 95° C. under nitrogen. After 20 hours, the reaction mixture was cooled to room temperature and then diluted with ethyl acetate (200 mL). The mixture was washed twice with water (100 mL) and brine (100 mL) successively, dried over magnesium sulfate, and concentrated in vacuo. The product was dried under vacuum to give 5-bromo-1H-thieno[3,2-c]pyrazole [9.48 g, 95%, Intermediate (52)] as an off-white solid. TLC Rf 0.26 (silica, 1:1 ethyl acetate/heptane); LC/MS: 202.93 (M+H), RT=2.79 minutes; 1H NMR (300 Mhz, CDCl3) δ 10.8 (br s, 1H), 7.70 (s, 1H), 7.12 (s, 1H).

後処理

  1. temperaturethe reaction mixture was cooled to room temperature
  2. washThe mixture was washed twice with water (100 mL) and brine (100 mL) successively
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe product was dried under vacuum

出典と根拠

ORDレコード
ord-8f4ac36f607145f4a1156edd7d657943
出典データセット
uspto-grants-2011_04
特許番号
US07928231B2

反応ノート

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