反応式
[NH2:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([O:10][C:11]3[CH:12]=[C:13]([NH:18][C:19]([C:21]4[N:25]([CH3:26])[N:24]=[C:23]([CH3:27])[CH:22]=4)=[O:20])[CH:14]=[C:15]([CH3:17])[CH:16]=3)=[CH:6][N:5]2[CH:28]=1.[CH2:29]([N:31]=[C:32]=[O:33])[CH3:30]>N1C=CC=CC=1>[CH2:29]([NH:31][C:32]([NH:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][C:7]([O:10][C:11]3[CH:12]=[C:13]([NH:18][C:19]([C:21]4[N:25]([CH3:26])[N:24]=[C:23]([CH3:27])[CH:22]=4)=[O:20])[CH:14]=[C:15]([CH3:17])[CH:16]=3)=[CH:6][N:5]2[CH:28]=1)=[O:33])[CH3:30]参加物
反応物 2
生成物 1
試薬・触媒・溶媒 1
反応条件
- 温度
- 50 °C
実験手順
A mixture of N-{3-[(2-aminoimidazo[1,2-a]pyridin-6-yl)oxy]-5-methylphenyl}-1,3-dimethyl-1H-pyrazole-5-carboxamide (301 mg, 0.800 mmol), ethyl isocyanate (100 μL, 1.27 mmol) and pyridine (10 mL) was stirred at 50° C. for 18 hr. The mixture was concentrated under reduced pressure and ethyl acetate was added to the residue. The mixture was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography (silica gel, hexane/ethyl acetate=100/0→0/100) and recrystallized from ethyl acetate-hexane to give the title compound (78.0 mg, 22%) as a pale-yellow solid.
後処理
- concentrationThe mixture was concentrated under reduced pressure and ethyl acetate
- additionwas added to the residue
- washThe mixture was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
- dry with materialdried over anhydrous magnesium sulfate
- filtrationfiltrated
- concentrationThe filtrate was concentrated under reduced pressure
- customthe residue was purified by column chromatography (silica gel, hexane/ethyl acetate=100/0→0/100)
- customrecrystallized from ethyl acetate-hexane
出典と根拠
- ORDレコード
- ord-9ca562863e3e4a59960e56df53cc40bd
- 出典データセット
- uspto-grants-2012_11
- 特許番号
- US08304557B2
関連ノート
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