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Methyl iodide → 6-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine

HRID 1399860
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HRID 1399860 반응식
[Br:1][C:2]1[N:7]=[C:6]2[NH:8][CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1.[H-].[Na+].[CH3:13]I>CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:13])[CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 111599156-Bromo-7-azaindole

생성물 1

HCID 867292686-Bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine수율 37.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 6-bromo-1H-pyrrolo[2,3-b]pyridine (500 mg, 2.55 mmol) in DMF (10 mL) was added NaH (306 mg, 7.65 mmol, m %/60%). The mixture was stirred at room temperature for 1 h and then MeI (398 mg, 2.8 mmol) was added. The reaction mixture was then stirred at room temperature for 4 h after which, TLC showed the completion of the reaction. The reaction mixture was quenched by addition of water and then extracted with EtOAc. Combined organic layers were concentrated and the residue was purified by Prep-TLC (PE:EA=5:1) to give the desired product (200 mg) which was used directly in the next step.

후처리

  1. stirringThe reaction mixture was then stirred at room temperature for 4 h after which, TLC
  2. customthe completion of the reaction
  3. customThe reaction mixture was quenched by addition of water
  4. extractionextracted with EtOAc
  5. concentrationCombined organic layers were concentrated
  6. customthe residue was purified by Prep-TLC (PE:EA=5:1)

출처 및 근거

ORD 기록
ord-365179b914cd4d02b722d565eb1b10f1
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08906900B2

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