Dimethyl Sulfate → 3-Bromo-6-methoxypyridin-2-amine

HRID 2120757ノート

反応式

HRID 2120757 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[Br:9].[OH-].[K+].[CH3:12]OS(OC)(=O)=O>CC(C)=O>[Br:9][C:3]1[C:2]([NH2:1])=[N:7][C:6]([O:8][CH3:12])=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 178508959HCID 178508959、化合物

生成物 1

HCID 234358793-Bromo-6-methoxypyridin-2-amine収率 28%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A suspension of 11.58 g (61 mmol) 6-amino-5-bromo-pyridin-2-ol in 200 ml acetone was treated with 10.3 g (184 mmol) KOH pellets and 10 g (80 mmol) dimethylsulfate. The mixture was stirred for 4 h at room temperature and evaporated to dryness. 400 ml water was added and the mixture was extracted four times with 300 ml ethyl acetate. The combined organic phases were dried with MgSO4 and evaporated. The residue was purified by flash column chromatography on silica eluting with hexane/ ethyl acetate 1:1 to yield 3.455 g (28%) of the title compound as orange oil.

後処理

  1. customevaporated to dryness
  2. addition400 ml water was added
  3. extractionthe mixture was extracted four times with 300 ml ethyl acetate
  4. dry with materialThe combined organic phases were dried with MgSO4
  5. customevaporated
  6. customThe residue was purified by flash column chromatography on silica eluting with hexane/ ethyl acetate 1:1

出典と根拠

ORDレコード
ord-2fb6a8ffca4242d58494c35052972651
出典データセット
uspto-grants-2004_02
特許番号
US06693116B2

反応ノート

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