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Cesium carbonate → 1-(3-Fluoro-5-iodo-pyridin-2-yl)-4,4-dimethyl-imidazolidin-2-one

HRID 1894242
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HRID 1894242 반응식
F[C:2]1[C:7]([F:8])=[CH:6][C:5]([I:9])=[CH:4][N:3]=1.[CH3:10][C:11]1([CH3:17])[CH2:15][NH:14][C:13](=[O:16])[NH:12]1.C(=O)([O-])[O-].[Cs+].[Cs+]>C1(C)C=CC=CC=1>[F:8][C:7]1[C:2]([N:14]2[CH2:15][C:11]([CH3:17])([CH3:10])[NH:12][C:13]2=[O:16])=[N:3][CH:4]=[C:5]([I:9])[CH:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 2326564,4-Dimethylimidazolidin-2-oneHCID 113224272,3-Difluoro-5-iodopyridine

생성물 1

HCID 575167531-(3-Fluoro-5-iodo-pyridin-2-yl)-4,4-dimethyl-imidazolidin-2-one수율 49.3%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
100 °C

실험 절차

2,3-Difluoro-5-iodopyridine (300 mg, 1.24 mmol) was dissolved in 2 ml toluene. (140 mg, 1.24 mmol, 1 equiv.) 4,4-Dimethylimidazolidin-2-one (CAS 24572-33-6) and cesium carbonate (650 mg, 1.99 mmol, 1.6 equiv.) were added and the mixture was heated to 100° C. for 4 hours. The reaction mixture was loaded directly onto a silica gel column and purified by flash chromatography eluting with an ethyl acetate:heptane gradient 0:100 to 100:0. The desired 1-(3-fluoro-5-iodo-pyridin-2-yl)-4,4-dimethyl-imidazolidin-2-one (205 mg, 49% yield) was obtained as a white solid, MS: m/e=336.1 (M+H+).

후처리

  1. custompurified by flash chromatography
  2. washeluting with an ethyl acetate

출처 및 근거

ORD 기록
ord-ab7853db5cbb4fe9bff102855fb32d5a
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08513273B2

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