Bromine → HCID 11459593, 화합물

HRID 891854노트

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HRID 891854 반응식
[F:1][C:2]([C:5]1[CH:10]=[N:9][N:8]2[CH:11]=[CH:12][N:13]=[C:7]2[N:6]=1)([CH3:4])[CH3:3].C([O-])(=O)C.[Na+].[Br:19]Br>C(O)(=O)C>[Br:19][C:11]1[N:8]2[N:9]=[CH:10][C:5]([C:2]([F:1])([CH3:4])[CH3:3])=[N:6][C:7]2=[N:13][CH:12]=1

참가 물질

5

반응물 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 222400983-(1-Fluoro-1-methylethyl)imidazo[1,2-b][1,2,4]triazine

생성물 1

HCID 11459593HCID 11459593, 화합물수율 95%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

To a stirred solution of 3-(1-fluoro-1-methylethyl)imidazo[1,2-b][1,2,4]triazine (0.6208 g, 3.45 mmol) in acetic acid (15 ml) was added sodium acetate (0.4251 g, 5.18 mmol), then, dropwise over 5 min, a solution of bromine (0.195 ml, 3.78 mmol) in acetic acid (2 ml). The solution was stirred at room temperature for 30 min, then partitioned between saturated aqueous NaHCO3 (300 ml) and ethyl acetate (150 ml). The aqueous layer (pH 7) was further extracted with ethyl acetate (2×150 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 0.8437 g (95%) of the title compound as a yellow solid: 1H NMR (360 MHz, CDCl3) δ 1.82 (6H, d, J 22.1), 7.99 (1H, s), 8.81 (1H, d, J 1.1).

후처리

  1. custompartitioned between saturated aqueous NaHCO3 (300 ml) and ethyl acetate (150 ml)
  2. extractionThe aqueous layer (pH 7) was further extracted with ethyl acetate (2×150 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-cb3a05a7ed7447f9a7db4388bc4ce624
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07005431B2

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