Ammonia → 4-Chloro-1H-pyrrolo[2,3-b]pyridine

HRID 16404

반응식

HRID 16404 반응식
[NH:1]1[C:5]2=[N+:6]([O-])[CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.N.P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:9]1[CH:8]=[CH:7][N:6]=[C:5]2[NH:1][CH:2]=[CH:3][C:4]=12

참가 물질

4

반응물 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 178526243HCID 178526243, 화합물

생성물 1

HCID 113894934-Chloro-1H-pyrrolo[2,3-b]pyridine

실험 절차

100 mg (0.76 mmol) of 1H-pyrrolo[2,3-b]pyridine 7-oxide (from example XV) in 3 ml of phosphorus oxychloride are heated at reflux until a clear solution is formed. After cooling to room temperature, the reaction mixture is carefully hydrolyzed with ice. The mixture is made alkaline using ammonia and extracted repeatedly with ethyl acetate. The organic phase is washed with water and saturated sodium chloride solution. After drying over magnesium sulfate, the solvent is removed under reduced pressure. This gives a yellow oil which is purified by preparative HPLC.

후처리

  1. temperatureat reflux until a clear solution
  2. customis formed
  3. extractionextracted repeatedly with ethyl acetate
  4. washThe organic phase is washed with water and saturated sodium chloride solution
  5. dry with materialAfter drying over magnesium sulfate
  6. customthe solvent is removed under reduced pressure
  7. customThis gives a yellow oil which
  8. customis purified by preparative HPLC

출처 및 근거

ORD 기록
ord-f0cc1ae22c5547509708043e55f43d34
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737153B2

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