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

HRID 592211

反応式

HRID 592211 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4fd18a37e17842a4a4c6b81003778c12
出典データセット
uspto-grants-2016_01
特許番号
US09238646B2

関連ノート

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