Methyl iodide → 4-bromo-2-fluoro-N-methyl-N-(pyrimidin-2-ylmethyl)benzamide

HRID 595811ノート

反応式

HRID 595811 の反応式
[Br:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([NH:8][CH2:9][C:10]2[N:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[O:7])=[C:4]([F:18])[CH:3]=1.[H-].[Na+].I[CH3:22]>CN(C=O)C>[Br:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([N:8]([CH3:22])[CH2:9][C:10]2[N:11]=[CH:12][CH:13]=[CH:14][N:15]=2)=[O:7])=[C:4]([F:18])[CH:3]=1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 1180457014-bromo-2-fluoro-N-(pyrimidin-2-ylmethyl)benzamide

生成物 1

HCID 1180455744-bromo-2-fluoro-N-methyl-N-(pyrimidin-2-ylmethyl)benzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a flask was charged with 4-bromo-2-fluoro-N-(pyrimidin-2-ylmethyl)benzamide (74.5 mg, 0.24 mmol), NaH (60% dispersion in mineral oil, 11.5 mg, 0.288 mmol) in DMF (2 mL), to the slurry was added iodomethane (20 μl, 0.312 mmol) and to the resulting mixture was stirred at room temperature for 10 min, then was quenched by water (20 μl), concentrated and the crude residue was dissolved in EtOAc, washed with water, and brine, dried (Na2SO4), concentrated and 4-bromo-2-fluoro-N-methyl-N-(pyrimidin-2-ylmethyl)benzamide was obtained as oil (55.3 mg, 71%). LCMS (m/z): 324.1/326.1 (MH+), 0.66 min.

後処理

  1. customwas quenched by water (20 μl)
  2. concentrationconcentrated
  3. dissolutionthe crude residue was dissolved in EtOAc
  4. washwashed with water, and brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-9cac57ba2d0a49c9b5f38b1e329977ea
出典データセット
uspto-grants-2016_01
特許番号
US09242996B2

反応ノート

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