反応式
[NH2:1][C:2]1[C:3]([F:17])=[C:4]2[O:8][C:7]([CH:9]3[CH2:11][CH2:10]3)=[N:6][C:5]2=[C:12]([C:15]#[N:16])[C:13]=1[CH3:14].CO[CH:20]1[CH2:24][CH2:23][CH:22](OC)O1>C(O)(=O)C>[CH:9]1([C:7]2[O:8][C:4]3[C:5](=[C:12]([C:15]#[N:16])[C:13]([CH3:14])=[C:2]([N:1]4[CH:20]=[CH:24][CH:23]=[CH:22]4)[C:3]=3[F:17])[N:6]=2)[CH2:10][CH2:11]1参加物
反応条件
- 温度
- 100 °C
実験手順
6-Amino-2-cyclopropyl-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile (I-319) (29 mg, 0.13 mmol) was dissolved in acetic acid (2 ml), then at room temperature, 2,5-dimethoxytetrahydrofuran (49 μl, 0.38 mml) was added. The solution was stirred at 100° C. for 3 hours, then cooled to room temperature. The solvent was evaporated away under reduced pressure, the resulting residue was fractionated with ethyl acetate and an aqueous saturated sodium hydrogencarbonate solution. The aqueous layer was further extracted twice with ethyl acetate. The organic layers were combined, washed with saturated brine, and dried over anhydrous sodium sulfate. The insoluble matter was separated by filtration, the solvent was evaporated away, and the resulting residue was purified by middle-pressure liquid chromatography (eluent, n-hexane:ethyl acetate=9:1, v/v) to obtain the entitled compound (28.5 mg, 81%) as a white solid.
後処理
- temperaturecooled to room temperature
- customThe solvent was evaporated away under reduced pressure
- extractionThe aqueous layer was further extracted twice with ethyl acetate
- washwashed with saturated brine
- dry with materialdried over anhydrous sodium sulfate
- customThe insoluble matter was separated by filtration
- customthe solvent was evaporated away
- customthe resulting residue was purified by middle-pressure liquid chromatography (eluent, n-hexane
出典と根拠
- ORDレコード
- ord-f99008e4791f4d79b81f58f093f7ff6f
- 出典データセット
- uspto-grants-2010_06
- 特許番号
- US07737166B2
関連ノート
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