Methanol → Methyl 3-bromo-6-chloropicolinate
反応式
[Br:1][C:2]1[C:3]([C:9]([OH:11])=[O:10])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.OS(O)(=O)=O.[CH3:17]O>>[Br:1][C:2]1[C:3]([C:9]([O:11][CH3:17])=[O:10])=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1参加物
4
実験手順
To a stirred solution of 3-bromo-6-chloropyridine-2-carboxylic acid (2.00 g, 8.46 mmol) in MeOH (40 ml) was added H2SO4 (189 μl, 3.55 mmol) and the solution was heated to reflux for 16 h. The reaction was cooled and the MeOH removed under reduced pressure, the resulting solid was dissolved in EtOAc (100 ml) and washed with saturated NaHCO3 solution (2×50 ml) followed by brine (50 ml), dried (Na2SO4) and evaporated under reduced pressure to afford the title compound as an off-white solid (1.97 g, 93%) which was used without any further purification. LC-MS 98%, m/z=249.8/251.7/253.7
後処理
- temperaturethe solution was heated
- temperatureto reflux for 16 h
- temperatureThe reaction was cooled
- customthe MeOH removed under reduced pressure
- dissolutionthe resulting solid was dissolved in EtOAc (100 ml)
- washwashed with saturated NaHCO3 solution (2×50 ml)
- dry with materialdried (Na2SO4)
- customevaporated under reduced pressure
出典と根拠
- ORDレコード
- ord-079fa3a6aacc450da6aa46cf1b2f89a7
- 出典データセット
- uspto-grants-2016_06
- 特許番号
- US09376422B2
反応ノート
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