Hydrogen Bromide → 1-Bromo-7-fluoro-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol

HRID 2101129

반응식

HRID 2101129 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:13]C)=[C:9]([F:12])[CH:10]=2)[CH:5]=[C:4]([NH:15][C:16]2[CH:20]=[C:19]([CH3:21])[NH:18][N:17]=2)[N:3]=1.[BrH:22]>C(O)(=O)C>[Br:22][C:2]1[C:11]2[C:6](=[CH:7][C:8]([OH:13])=[C:9]([F:12])[CH:10]=2)[CH:5]=[C:4]([NH:15][C:16]2[CH:20]=[C:19]([CH3:21])[NH:18][N:17]=2)[N:3]=1

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 57799484(1-Chloro-7-fluoro-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine

생성물 1

HCID 1360555251-Bromo-7-fluoro-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
160 °C

실험 절차

To a solution of (1-Chloro-7-fluoro-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine (1.0 g) in 10 mL acetic acid was added hydrobromic acid (1 mL, 40%). The mixture was heated at 160° C. for 30 min under microwave irradiation. Most of the solvent was removed under reduced pressure, and the residue was dissolved in 100 mL of ethyl acetate and washed with saturated sodium bicarbonate. The organic layer was dried with anhydrous sodium sulfate and concentrated to give oil (0.92 g), which was used for the next reaction without further purification. LC-MS m/e 338 (MH+).

후처리

  1. customMost of the solvent was removed under reduced pressure
  2. dissolutionthe residue was dissolved in 100 mL of ethyl acetate
  3. washwashed with saturated sodium bicarbonate
  4. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f05aaaed1c3d4971a1f35e4749ef0c8c
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07572809B2

연결된 노트

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