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

HRID 595811노트

반응식

HRID 595811 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9cac57ba2d0a49c9b5f38b1e329977ea
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242996B2

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