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Sodium Iodide → 1-(4-Fluorobenzoyl)-2-oxo-3-pyrrolidinecarbonitrile

HRID 714777
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HRID 714777 반응식
[C:1]([C:3]1[CH2:7][CH2:6][O:5][C:4]=1[NH:8][C:9](=[O:17])[C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1)#[N:2].[I-].[Na+]>CN(C)C=O>[F:16][C:13]1[CH:14]=[CH:15][C:10]([C:9]([N:8]2[CH2:6][CH2:7][CH:3]([C:1]#[N:2])[C:4]2=[O:5])=[O:17])=[CH:11][CH:12]=1
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참가 물질

4

반응물 2

HCID 5238Sodium IodideHCID 7655792N-(3-Cyano-4,5-dihydro-2-furanyl)-4-fluorobenzamide

생성물 1

HCID 114361891-(4-Fluorobenzoyl)-2-oxo-3-pyrrolidinecarbonitrile수율 26%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
150 °C

실험 절차

To a solution of N-(3-cyano-4,5-dihydrofuran-2-yl)-4-fluorobenzamide (5.0 g) obtained in Step E in N,N-dimethylformamide (30 mL) was added sodium iodide (6.5 g), and the mixture was stirred at 150° C. for 30 min. The solvent was evaporated under reduced pressure, and to the residue was added ice water. The resulting solid was collected by filtration, and washed with water. The residue was purified by silica gel column chromatography (hexane/ethyl acetate), and the resulting solid was washed with diisopropyl ether to give the title compound (1.3 g).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. additionto the residue was added ice water
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with water
  5. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)
  6. washthe resulting solid was washed with diisopropyl ether

출처 및 근거

ORD 기록
ord-53acff91ea2745cf9fbd875b5355a078
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09187453B2

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