Methyl iodide → 3-(4-Fluorophenyl)-1-methyl-1h-pyrazole

HRID 250752ノート

反応式

HRID 250752 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[CH:11][NH:10][N:9]=2)=[CH:4][CH:3]=1.[H-].[Na+].I[CH3:16]>CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]=[CH:11][N:10]([CH3:16])[N:9]=2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178505519HCID 178505519、化合物

生成物 1

HCID 668688003-(4-Fluorophenyl)-1-methyl-1h-pyrazole収率 29.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Treat a solution of 3-(4-fluorophenyl)pyrazole (7.17 g, 44.2 mmol) in dry DMF (60 mL) with NaH (2.2 g, 92.8 mmol) at 0° C. for 15 min. Add iodomethane (3.3 mL, 53.04 mmol) and slowly warm to RT. Quench the reaction mixture with methanol (5 mL) and dilute with water (100 mL). Extract with EtOAc (3×70 mL), dry (MgSO4) and concentrate and purify (Biotage system eluting with dichloromethane:methanol 50:1) to give desired compound as a white solid (2.3 g, 29% yield).

後処理

  1. customQuench the reaction mixture with methanol (5 mL)
  2. additiondilute with water (100 mL)
  3. extractionExtract with EtOAc (3×70 mL)
  4. dry with materialdry (MgSO4)
  5. concentrationconcentrate
  6. custompurify
  7. wash(Biotage system eluting with dichloromethane:methanol 50:1)

出典と根拠

ORDレコード
ord-2423c662901644009a9345bbccbb9a00
出典データセット
uspto-grants-2011_01
特許番号
US07863310B2

反応ノート

読み込み中…