Bromine → 7-Bromo-3-trifluoromethyl-imidazo[1,2-B][1,2,4]triazine

HRID 347695노트

반응식

HRID 347695 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[N:7][N:6]2[CH:9]=[CH:10][N:11]=[C:5]2[N:4]=1.C([O-])(=O)C.[Na+].[Br:19]Br>C(O)(=O)C>[Br:19][C:9]1[N:6]2[N:7]=[CH:8][C:3]([C:2]([F:1])([F:12])[F:13])=[N:4][C:5]2=[N:11][CH:10]=1

참가 물질

5

반응물 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 11622469HCID 11622469, 화합물

생성물 1

HCID 116014167-Bromo-3-trifluoromethyl-imidazo[1,2-B][1,2,4]triazine수율 66%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of 3-trifluoromethylimidazo[1,2-b][1,2,4]triazine (0.2211 g, 1.18 mmol) in acetic acid (6 ml) was added sodium acetate (0.1470 g, 1.79 mmol), then bromine (90.8 μl, 1.76 mmol). The solution was stirred at room temperature for 6 h, then partitioned between saturated aqueous NaHCO3 (100 ml) and ethyl acetate (100 ml). The aqueous layer (pH 9) was further extracted with ethyl acetate (100 ml), and the combined organic extracts were dried (Na2SO4) and evaporated in vacuo. The residue was purified by flash chromatography (silica gel, 25% EtOAc/isohexane) to afford 0.2073 g (66%) of the title compound: 1H NMR (360 MHz, CDCl3) δ 8.30 (1H, s), 8.83 (1H, s).

후처리

  1. custompartitioned between saturated aqueous NaHCO3 (100 ml) and ethyl acetate (100 ml)
  2. extractionThe aqueous layer (pH 9) was further extracted with ethyl acetate (100 ml)
  3. dry with materialthe combined organic extracts were dried (Na2SO4)
  4. customevaporated in vacuo
  5. customThe residue was purified by flash chromatography (silica gel, 25% EtOAc/isohexane)

출처 및 근거

ORD 기록
ord-448ce92794a645d58d30fda285d12c83
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176203B2

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