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1,4-Dioxane → 2-(6-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone

HRID 1964992
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HRID 1964992 반응식
[Br:1][C:2]1[N:7]=[C:6]2[N:8]([C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=O)[CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1.[O:19]1CCOCC1>[OH-].[K+]>[Br:1][C:2]1[N:7]=[C:6]2[N:8]([C:11]3[CH:13]=[CH:18][CH:17]=[CH:16][C:15]=3[CH:14]=[O:19])[CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 312751,4-DioxaneHCID 150138931-Benzoyl-6-bromo-7-azaindole

생성물 1

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

시약·촉매·용매 1

HCID 14797Potassium Hydroxide용매

실험 절차

(6-bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone, 586 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-7a4c0160a7fe4f3a97372dbf5eb815a2
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415469B2

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