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Ammonium Chloride → 4-Azido-5-bromo-1H-pyrrolo[2,3-b]pyridine

HRID 1693700
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HRID 1693700 반응식
[Br:1][C:2]1[C:3](Cl)=[C:4]2[CH:10]=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[N-:12]=[N+:13]=[N-:14].[Na+].[Cl-].[NH4+]>CN(C)C=O.O>[N:12]([C:3]1[C:2]([Br:1])=[CH:7][N:6]=[C:5]2[NH:8][CH:9]=[CH:10][C:4]=12)=[N+:13]=[N-:14]
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참가 물질

6

반응물 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 457897885-Bromo-4-chloro-1H-pyrrolo(2,3-b)pyridine

생성물 1

HCID 575376574-Azido-5-bromo-1H-pyrrolo[2,3-b]pyridine수율 43.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
110 °C

실험 절차

5-Bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine (1.5 g, 6.5 mmol), sodium azide (2.11 g, 32 mmol), and ammonium chloride (1.73 g, 32 mmol) were suspended in anhydrous dimethylformamide (10 mL). The reaction was heated to 110° C. for 19 h. The reaction mixture was diluted with water and the solids were collected. The solids were dissolved in a mixture of acetone and ethylacetate, the solution was filtered and concentrated to afford 4-Azido-5-bromo-1H-pyrrolo[2,3-b]pyridine (670 mg, 2.8 mmol, 43%). MS: m/z 238.0/240.0 (M+H+).

후처리

  1. customthe solids were collected
  2. dissolutionThe solids were dissolved in a mixture of acetone and ethylacetate
  3. filtrationthe solution was filtered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-14b04ee981084b10aae1b31999ea4caf
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08158647B2

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