Water → 3-Bromo-5-(2-methoxypropan-2-yl)pyridine

HRID 1521581

반응식

HRID 1521581 반응식
[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]([C:10]([OH:13])([CH3:12])[CH3:11])[CH:7]=[N:8][CH:9]=1.I[CH3:15].O>CN(C)C=O>[Br:3][C:4]1[CH:9]=[N:8][CH:7]=[C:6]([C:10]([O:13][CH3:15])([CH3:11])[CH3:12])[CH:5]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 223919662-(5-Bromo-3-pyridyl)propan-2-ol

생성물 1

HCID 667881343-Bromo-5-(2-methoxypropan-2-yl)pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a solution of sodium hydride (60% dispersion in mineral oil, 46 mg, 1.2 mmol) in N,N-dimethylformamide (4.6 mL) at 0° C. was added a solution of the title compound from Example 22 Step C (100 mg, 0.463 mmol) in N,N-dimethylformamide (4.6 mL). After warming to room temperature and stirring for 1 hour, the solution was cooled back to 0° C. and iodomethane (35 μl, 0.56 mmol) was added. After stirring overnight, the reaction was poured into water and extracted with ethyl acetate. The organic extracts were combined, washed with saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure to afford the title compound: LCMS m/z 232.97 [M+H]+.

후처리

  1. temperaturethe solution was cooled back to 0° C.
  2. stirringAfter stirring overnight
  3. extractionextracted with ethyl acetate
  4. washwashed with saturated aqueous sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-dcc435db002b4d3ba7fba92c99e9219b
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073929B2

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