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

HRID 1854003ノート

反応式

HRID 1854003 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-896c1fe0d1ef44928f5bfd0d37fa5a88
出典データセット
uspto-grants-2015_02
特許番号
US08962620B2

反応ノート

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