Sodium Bicarbonate → 6-Bromo-3-(trifluoromethyl)-(1,2,4)triazolo(4,3-a)pyridine

HRID 1674765

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HRID 1674765 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH:9][C:10](=O)[C:11]([F:14])([F:13])[F:12])=[N:6][CH:7]=1.C(=O)(O)[O-].[Na+]>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:10]([C:11]([F:14])([F:13])[F:12])=[N:9][N:8]=2)[CH:7]=1

참가 물질

4

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온도
120 °C

실험 절차

A mixture of polyphosphoric acid (20 mL, 175 mmol) and N′-(5-bromopyridin-2-yl)-2,2,2-trifluoroacetohydrazide (1.9 g, 6.69 mmol) was stirred at 120° C. for 20 hours and then poured in to water. The mixture was then basified with saturated aqueous sodium bicarbonate solution and extracted with dichloromethane (3×250 mL). The organic phases were combined and washed with brine (1×100 mL), dried with MgSO4 and evaporated to give an involatile residue. The residue was purified by flash chromatography on silica-gel using an increasing gradient of ethyl acetate in isohexane as eluant to give 6-bromo-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyridine (1.39 g, 78%) as a beige solid.

후처리

  1. extractionextracted with dichloromethane (3×250 mL)
  2. washwashed with brine (1×100 mL)
  3. dry with materialdried with MgSO4
  4. customevaporated
  5. customto give an involatile residue
  6. customThe residue was purified by flash chromatography on silica-gel

출처 및 근거

ORD 기록
ord-f7a05e46965e4096ac6452a06daf1ade
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003649B2

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