Methyl iodide → N-(6-methoxy-5-methylpyridin-2-yl)acetamide

HRID 1772912노트

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HRID 1772912 반응식
[C:1]([O:4][C:5]1[C:10]([CH3:11])=[CH:9][CH:8]=[C:7]([NH:12][C:13](=[O:15])[CH3:14])[N:6]=1)(=O)C.IC>CO.C(Cl)Cl>[CH3:1][O:4][C:5]1[N:6]=[C:7]([NH:12][C:13](=[O:15])[CH3:14])[CH:8]=[CH:9][C:10]=1[CH3:11]

참가 물질

4

반응물 2

HCID 6328Methyl iodideHCID 900222806-Acetamido-3-methylpyridin-2-yl acetate2회

생성물 1

HCID 90030978N-(6-methoxy-5-methylpyridin-2-yl)acetamide수율 143.6%

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

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온도
35 °C

실험 절차

To a stirred solution of 6-acetamido-3-methylpyridin-2-yl acetate (3.44 g, 16.5 mmol) in 2:1 MeOH/DCM (105 mL) at rt was added Ag2CO3 (9.11 g, 33.0 mmol) followed by iodomethane (3.09 mL, 49.6 mmol). The resulting mixture was stirred at 35° C. for 18 h then stood at rt for 2 d. The reaction mixture was combined with 2 previous batches derived from 6-acetamido-3-methylpyridin-2-yl acetate (590 mg, 2.83 mmol and 3.44 g, 16.5 mmol) and the combined batches were filtered through celite, rinsing with DCM. After concentration of the filtrate in vacuo purification by gradient column chromatography eluting with 20-50% EtOAc in heptane yielded the title compound (4.27 g, 23.7 mmol) as a white solid.

후처리

  1. waitthen stood at rt for 2 d
  2. filtrationthe combined batches were filtered through celite
  3. washrinsing with DCM
  4. customAfter concentration of the filtrate in vacuo purification by gradient column chromatography
  5. washeluting with 20-50% EtOAc in heptane

출처 및 근거

ORD 기록
ord-3b6825dd39994299baeddc5f38fe9686
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249160B2

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