Diiodomethane → 4-(5-Fluoro-4-iodo-2-methylphenyl)-2-methylpyridine

HRID 1036256

반응식

HRID 1036256 반응식
[F:1][C:2]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([CH3:15])[CH:10]=2)[C:6]([CH3:16])=[CH:5][C:3]=1N.N(OCCC(C)C)=O.C(I)[I:26]>>[F:1][C:2]1[C:3]([I:26])=[CH:5][C:6]([CH3:16])=[C:7]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([CH3:15])[CH:10]=2)[CH:8]=1

참가 물질

4

반응물 3

HCID 6346DiiodomethaneHCID 8053Isoamyl NitriteHCID 584477092-Fluoro-5-methyl-4-(2-methylpyridin-4-yl)aniline

생성물 1

HCID 584479154-(5-Fluoro-4-iodo-2-methylphenyl)-2-methylpyridine

반응 조건

온도
100 °C

실험 절차

To the solution of 2-fluoro-5-methyl-4-(2-methylpyridin-4-yl)aniline 191-3 (1.02 g, 4.7 mmol) in CH2I2 (16 mL) was added isoamyl nitrite (6 mL) slowly at −10° C. After 20 minutes, the reaction was heated to 100° C. for 2 hours. The solvent was removed by rotary evaporation and the residue was dissolved in ethyl acetate and washed with Na2S2O5, brine and taken to dryness by rotary evaporation. The residue was purified by silica gel flash chromatography, eluted with 40% ethyl acetate in hexane to give 4-(5-fluoro-4-iodo-2-methylphenyl)-2-methylpyridine 191-4. MS m/z 328.10 (M+1).

후처리

  1. customThe solvent was removed by rotary evaporation
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with Na2S2O5, brine
  4. customtaken to dryness by rotary evaporation
  5. customThe residue was purified by silica gel flash chromatography
  6. washeluted with 40% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-56d2f48eed5e4bf180414012be71f931
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546396B2

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