홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Water → 5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

HRID 269497
노트
인쇄 미리보기

반응식

HRID 269497 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[N:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[Al+3].[Cl-].[Cl-].[Cl-].ClC(Cl)(Cl)[C:17](Cl)=[O:18].[OH2:22]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]2[C:5]([C:17]([OH:18])=[O:22])=[CH:6][NH:7][C:8]2=[N:9][CH:10]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 6420Trichloroacetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 103079325-bromo-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 260764485-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-bromo-7-azaindole (2.0 g, 10.1 mmol) in DCM (50 mL) was added AlCl3 (6.8 g, 51.0 mmol). The suspension was stirred at RT for 10 min and trichloroacetyl chloride (2.8 g, 15.40 mmol) was added slowly. The mixture was stirred at RT for overnight and then poured into iced-water. The aqueous solution was extracted with DCM three times, and organic layers were combined and evaporated. The crude solid was dissolved in THF (50 mL) and treated with water (25 mL) and triethylamine (5 mL) at RT for 6 h. The solvents were then removed by evaporation and the resulting solid was poured into 1N HCl solution. The crude product was collected by filtration and washed with water. After drying on the pump for over night, a white solid was obtained (2.4 g, 9.96 mmol). MS (ES+): m/e=241.0 (M+H); LC: 2.7 min.

후처리

  1. stirringThe mixture was stirred at RT for overnight
  2. extractionThe aqueous solution was extracted with DCM three times, and organic layers
  3. customevaporated
  4. dissolutionThe crude solid was dissolved in THF (50 mL)
  5. additiontreated with water (25 mL) and triethylamine (5 mL) at RT for 6 h
  6. customThe solvents were then removed by evaporation
  7. additionthe resulting solid was poured into 1N HCl solution
  8. filtrationThe crude product was collected by filtration
  9. washwashed with water
  10. customAfter drying on the pump for over night
  11. customa white solid was obtained (2.4 g, 9.96 mmol)
  12. custom2.7 min.

출처 및 근거

ORD 기록
ord-9a497f93ee804bea8539c1a79c7520f5
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07446199B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트