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2-(7-Bromoimidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-ol → HCID 10109530, 화합물

HRID 586301
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HRID 586301 반응식
[F:1][C:2]1[C:3]([C:9]2[CH:10]=[C:11](B(O)O)[CH:12]=[CH:13][CH:14]=2)=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.Br[C:19]1[N:23]2[N:24]=[CH:25][C:26]([C:28]([OH:31])([CH3:30])[CH3:29])=[N:27][C:22]2=[N:21][CH:20]=1>Cl>[F:1][C:2]1[C:3]([C:9]2[CH:10]=[C:11]([C:19]3[N:23]4[N:24]=[CH:25][C:26]([C:28]([OH:31])([CH3:29])[CH3:30])=[N:27][C:22]4=[N:21][CH:20]=3)[CH:12]=[CH:13][CH:14]=2)=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1
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참가 물질

4

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HCID 112076032-(7-Bromoimidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-olHCID 22329528HCID 22329528, 화합물

생성물 1

HCID 10109530HCID 10109530, 화합물

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

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온도
0 °C

실험 절차

3-(3,5-Difluoropyridin-2-yl)phenylboronic acid (25 mg, 0.11 mmol) was coupled to 2-(7-bromoimidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-ol (27 mg, 0.11 mmol) using the method of Example 20. Purification by chromatography (silica gel, 3% MeOH/CH2Cl2) gave impure product as a yellow solid. The product was then dissolved in hydrochloric acid (2 N, 50 ml), filtered and washed with diethyl ether (2×20 ml). The acid solution was cooled to 0° C. and neutralised with saturated aqueous sodium hydrogencarbonate and extracted with ethyl acetate (3×20 ml). The combined organic phases were dried over anhydrous magnesium sulphate, filtered and evaporated to give the title compound as a yellow solid: 1H. NMR (400 MHz, CDCl3) δ 1.72 (6H, s), 3.35 (1H, s), 7.32-7.38 (1H, m), 7.64 (1H, t, J 8 Hz), 7.95-7.98 (1H, m), 8.10-8.13 (1H, m), 8.33 (1H, 8), 8.48 (1H, d, J 3 Hz), 8.60-8.61 (1H, m), 8.79 (1H, s); MS (ES+) m/z 368 [M+H]+.

후처리

  1. customPurification by chromatography (silica gel, 3% MeOH/CH2Cl2)
  2. customgave impure product as a yellow solid
  3. filtrationfiltered
  4. washwashed with diethyl ether (2×20 ml)
  5. extractionextracted with ethyl acetate (3×20 ml)
  6. dry with materialThe combined organic phases were dried over anhydrous magnesium sulphate
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-549b4bce0d9242f3be0dc947632a6b27
출처 데이터셋
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06936608B2

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