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

HRID 250752노트

반응식

HRID 250752 반응식
[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

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178505519HCID 178505519, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-2423c662901644009a9345bbccbb9a00
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863310B2

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