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

HRID 2120757노트

반응식

HRID 2120757 반응식
[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

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 14797Potassium HydroxideHCID 178508959HCID 178508959, 화합물

생성물 1

HCID 234358793-Bromo-6-methoxypyridin-2-amine수율 28%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2fb6a8ffca4242d58494c35052972651
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06693116B2

반응 노트

불러오는 중…