Bromine → ethyl 3,6-dibromo-1-isopropyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

HRID 1909188노트

반응식

HRID 1909188 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:5]2[CH:10]=[N:9][N:8]([CH:11]([CH3:13])[CH3:12])[C:6]=2[N:7]=1.[Br:19]Br>C(O)(=O)C>[Br:19][C:10]1[C:5]2[C:4]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:3][C:2]([Br:1])=[N:7][C:6]=2[N:8]([CH:11]([CH3:13])[CH3:12])[N:9]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 86703408ethyl 6-bromo-1-isopropyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

생성물 1

HCID 86703410ethyl 3,6-dibromo-1-isopropyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate수율 48%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a stirred solution of ethyl 6-bromo-1-isopropyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (2 g, 6.43 mmol) in acetic acid (6 mL) was added bromine (5.14 g, 32.15 mmol) at 0° C. Resulting reaction mass was stirred at room temperature for 3 h. Reaction was monitored by TLC. On completion, reaction was quenched with ice, NaHCO3 solution was added to it. Extraction was carried out using ethyl acetate; the combined organic layers were washed with water, brine and dried over anhydrous Na2SO4. Solvent was removed under reduced pressure and residue was purified by silica gel column chromatography to obtain the desired intermediate (1.2 g, 48%).

후처리

  1. customResulting
  2. customreaction mass
  3. customReaction
  4. customOn completion, reaction
  5. customwas quenched with ice, NaHCO3 solution
  6. additionwas added to it
  7. extractionExtraction
  8. washthe combined organic layers were washed with water, brine
  9. dry with materialdried over anhydrous Na2SO4
  10. customSolvent was removed under reduced pressure and residue
  11. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-c71acde87a304decac48180232677bca
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598167B1

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