Methanol → Methyl 3-bromo-6-methylpyridine-2-carboxylate

HRID 517675노트

반응식

HRID 517675 반응식
[Br:1][C:2]1[C:3]([C:9]([OH:11])=[O:10])=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1.S(Cl)(Cl)=O.[CH3:16]O>>[Br:1][C:2]1[C:3]([C:9]([O:11][CH3:16])=[O:10])=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 219014933-Bromo-6-methylpyridine-2-carboxylic acid

생성물 1

HCID 90404668Methyl 3-bromo-6-methylpyridine-2-carboxylate수율 40%

실험 절차

To the title compound of step A (10.3 g, 20 mmol) in MeOH (50 mL) was added thionyl chloride (4.4 mL, 60 mmol). The reaction was heated at reflux overnight, cooled to rt and concentrated. Purification via silica gel chromatography (0-15% EtOAc in heptane) gave the title compound (1.9 g, 40%). MS (ESI) mass calcd. for C8H8BrNO2, 230.1; m/z found 232 [M+H]+.

후처리

  1. temperatureThe reaction was heated
  2. temperatureat reflux overnight
  3. concentrationconcentrated
  4. customPurification via silica gel chromatography (0-15% EtOAc in heptane)

출처 및 근거

ORD 기록
ord-49baec42f1f2474da726d0f11e0b4a28
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09115117B2

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