Bromine → HCID 22385760, 화합물

HRID 895145노트

반응식

HRID 895145 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[N:8]=[CH:7][N:6]2[CH:9]=[CH:10][N:11]=[C:5]2[CH:4]=1.C([O-])(=O)C.[Na+].[Br:19]Br>C(O)(=O)C>[Br:19][C:9]1[N:6]2[CH:7]=[N:8][C:3]([C:2]([F:12])([F:1])[F:13])=[CH:4][C:5]2=[N:11][CH:10]=1

참가 물질

5

반응물 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 223857597-(Trifluoromethyl)imidazo[1,2-c]pyrimidine

생성물 1

HCID 22385760HCID 22385760, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

To a solution of 7-trifluoromethylimidazo[1,2-c]pyrimidine (1.9239 g, 10.3 mmol) in acetic acid (40 ml) was added sodium acetate (1.265 g, 15.4 mmol), then a solution of bromine (0.529 ml, 10.3 mmol) in acetic acid (7.5 ml). The solution was stirred at room temperature for 30 min, then partitioned between saturated aqueous NaHCO3 (1 l) and ethyl acetate (500 ml). The aqueous layer (pH 8) was further extracted with ethyl acetate (500 ml), and the combined organic extracts were dried (Na2SO4) and evaporated in vacuo. The residue was purified by flash chromatography (silica gel, 20% EtOAc/isohexane) to afford 0.88 g (34% over 2 steps) of the title compound as a white solid: 1H NMR (360 MHz, CDCl3) δ 7.81 (1H, s), 7.93 (1H, s), 9.09 (1H, s).

후처리

  1. custompartitioned between saturated aqueous NaHCO3 (1 l) and ethyl acetate (500 ml)
  2. extractionThe aqueous layer (pH 8) was further extracted with ethyl acetate (500 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, 20% EtOAc/isohexane)

출처 및 근거

ORD 기록
ord-e902072ff3024f16b2a2416b57211e12
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06914065B2

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