Potassium Hydroxide → 4-((1H-Pyrrolo[2,3-B]pyridin-4-YL)oxy)-3-fluoroaniline

HRID 16405

반응식

HRID 16405 반응식
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][CH:9]=[CH:10][C:3]=12.[F:11][C:12]1[CH:13]=[C:14]([CH:16]=[CH:17][C:18]=1[OH:19])[NH2:15].[OH-].[K+]>O>[F:11][C:12]1[CH:13]=[C:14]([CH:16]=[CH:17][C:18]=1[O:19][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][CH:9]=[CH:10][C:3]=12)[NH2:15]

참가 물질

5

반응물 3

HCID 14797Potassium Hydroxide2회HCID 2735918Phenol, 4-amino-2-fluoro-2회HCID 113894934-Chloro-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 160379654-((1H-Pyrrolo[2,3-B]pyridin-4-YL)oxy)-3-fluoroaniline

시약·촉매·용매 1

HCID 962Water용매

실험 절차

543 mg (3.56 mmol) of 4-chloro-1H-pyrrolo[2,3-b]pyridine (from example XVIII, 905 mg (7.12 mmol) of 3-fluoro-4-hydroxyaniline and 399 mg (7.12 mmol) of powdered potassium hydroxide are heated at 260° C. for 8 hours. Another 905 mg (7.12 mmol) of 3-fluoro-4-hydroxyaniline and 200 mg (3.56 mmol) of powdered potassium hydroxide are added, and the mixture is reacted at 260° C. for another 8 h. For work-up, the mixture is cooled to room temperature, diluted with water and extracted three times with ethyl acetate. The organic phase is dried over magnesium sulfate and concentrated using a rotary evaporator. The residue is purified by preparative HPLC. The fractions which, according to LC-MS, contain 39% of product are used without further purification for the next reaction.

후처리

  1. customthe mixture is reacted at 260° C. for another 8 h
  2. extractionextracted three times with ethyl acetate
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. concentrationconcentrated
  5. customa rotary evaporator
  6. customThe residue is purified by preparative HPLC
  7. customare used without further purification for the next reaction

출처 및 근거

ORD 기록
ord-e1ae06632b2441b793d7925135e5427b
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737153B2

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