Acetic Anhydride → HCID 22174840、化合物

HRID 1797066ノート

反応式

HRID 1797066 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:20]=[C:11]3[CH:12]=[CH:13][C:14]([C:16]([F:19])([F:18])[F:17])=[CH:15][N:10]3[N:9]=2)=[CH:4][CH:3]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22].[OH-].[Na+]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:20]([C:21](=[O:23])[CH3:22])=[C:11]3[CH:12]=[CH:13][C:14]([C:16]([F:18])([F:17])[F:19])=[CH:15][N:10]3[N:9]=2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 99217692-(4-FLUOROPHENYL)-6-(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIDINE

生成物 1

HCID 22174840HCID 22174840、化合物

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid触媒

実験手順

To a mixture of 2-(4-fluorophenyl)-6-(trifluoromethyl)pyrazolo[1,5-a]pyridine (10.30 g, 36.76 mmol) and acetic anhydride (100 mL) was added conc. sulfuric acid (10 drops) and the mixture was stirred and heated at reflux for 1 hour. The reaction mixture was cooled to room temperature and poured into ice water (300 mL). 2N Aqueous sodium hydroxide solution was added to raise the pH of the solution to about 10 and the resulting orange precipitate was collected by filtration. The solid was washed with water, air-dried, and then dried under vacuum to afford the title compound as an orange solid, 11.87 g (quant.). 1H NMR (DMSO-d6): δ 9.58 (s, 1H), 8.41 (d, 1H, J=9.3 Hz), 7.89 (d, 1H, J=9.5 Hz), 7.74 (m, 2H), 7.39 (m, 2H), 2.22 (s, 3H). MS (ES) 323 (M+1).

後処理

  1. temperatureheated
  2. temperatureat reflux for 1 hour
  3. temperatureto raise the pH of the solution to about 10
  4. filtrationthe resulting orange precipitate was collected by filtration
  5. washThe solid was washed with water
  6. customair-dried
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-d57b3fa1146e44eba063e1322e6e8da0
出典データセット
uspto-grants-2006_04
特許番号
US07034030B2

反応ノート

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