Sodium hydride → 1-(2-fluoroethyl)-4-iodo-1H-pyrazole

HRID 646225노트

반응식

HRID 646225 반응식
[I:1][C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.[H-].[Na+].I[CH2:10][CH2:11][F:12]>CN(C=O)C>[F:12][CH2:11][CH2:10][N:4]1[CH:3]=[C:2]([I:1])[CH:6]=[N:5]1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 69804Ethane, 1-fluoro-2-iodo-HCID 770224-Iodopyrazole

생성물 1

HCID 597727061-(2-fluoroethyl)-4-iodo-1H-pyrazole수율 79%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-iodo-1H-pyrazole (1.10 g, 5.7 mmol) in anhydrous DMF (25 mL) is treated with NaH (0.23 g, 60% in mineral oil, 5.7 mmol). After stirring for 20 minutes at room temperature, the reaction mixture is treated with 1-iodo-2-fluoroethane (1.0 g, 5.7 mmol) and stirred over night at room temperature. The reaction is quenched with H2O and diluted with EtOAc. The two layers are separated and the aqueous is extracted with EtOAc. The combined organic extracts are washed with H2O, brine, dried (Na2SO4) and concentrated. The crude material is purified by chromatography (silica gel, EtOAc/hexane:15/85) to afford the title compound (1.08 g, 79%) as an oil. MS (+) ES 240 (M+H)+.

후처리

  1. stirringstirred over night at room temperature
  2. customThe reaction is quenched with H2O
  3. additiondiluted with EtOAc
  4. customThe two layers are separated
  5. extractionthe aqueous is extracted with EtOAc
  6. washThe combined organic extracts are washed with H2O, brine
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated
  9. customThe crude material is purified by chromatography (silica gel, EtOAc/hexane:15/85)

출처 및 근거

ORD 기록
ord-e41b7a409f5947f3967c406f0f4ade5f
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07705030B2

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