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2-(6-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone → 6-Bromo-7-azaindole

HRID 253470
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HRID 253470 반응식
[Br:1][C:2]1[N:7]=[C:6]2[N:8](C3C=CC=CC=3C=O)[CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1>O1CCOCC1.[OH-].[K+]>[Br:1][C:2]1[N:7]=[C:6]2[NH:8][CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1
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참가 물질

4

반응물 1

HCID 866231352-(6-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone

생성물 1

HCID 111599156-Bromo-7-azaindole

시약·촉매·용매 2

HCID 14797Potassium Hydroxide용매HCID 312751,4-Dioxane용매

실험 절차

(6-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone 155 was dissolved in 20 mL of dioxane and 20 mL of 2M KOH (aq). This was stirred at ambient temperature until analysis indicated all of the starting material had been consumed (2 to 4 hours). The reaction was diluted with 50 mL of ethyl acetate and washed with 2×25 mL of NaHCO3 (aq. satd.) and 25 mL of brine. The organic layer was dried with sodium sulfate, evaporated and purified by column chromatography. Combined steps 2 and 3 gave approximately 65% overall yield.

후처리

  1. customhad been consumed (2 to 4 hours)
  2. additionThe reaction was diluted with 50 mL of ethyl acetate
  3. washwashed with 2×25 mL of NaHCO3 (aq. satd.) and 25 mL of brine
  4. dry with materialThe organic layer was dried with sodium sulfate
  5. customevaporated
  6. custompurified by column chromatography
  7. customgave approximately 65% overall yield

출처 및 근거

ORD 기록
ord-713df9f7ab6c43edb73d1bd9ca0686f7
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07872018B2

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