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

HRID 2101129

反応式

HRID 2101129 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
160 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-f05aaaed1c3d4971a1f35e4749ef0c8c
出典データセット
uspto-grants-2009_08
特許番号
US07572809B2

関連ノート

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