Oxalyl chloride → (E)-4,4,4-Trifluoro-N-[2-[(6-methoxy-2-methyl-3-pyridyl)amino]ethyl]but-2-enamide
反応式
[F:1][C:2]([F:9])([F:8])/[CH:3]=[CH:4]/[C:5](O)=[O:6].C(Cl)(=O)C(Cl)=O.[CH3:16][O:17][C:18]1[N:23]=[C:22]([CH3:24])[C:21]([NH:25][CH2:26][CH2:27][NH2:28])=[CH:20][CH:19]=1.C(N(C(C)C)CC)(C)C>C(Cl)Cl>[F:1][C:2]([F:9])([F:8])/[CH:3]=[CH:4]/[C:5]([NH:28][CH2:27][CH2:26][NH:25][C:21]1[C:22]([CH3:24])=[N:23][C:18]([O:17][CH3:16])=[CH:19][CH:20]=1)=[O:6]参加物
7
反応物 4
生成物 1
試薬・触媒・溶媒 2
実験手順
(E)-4,4,4-Trifluorobut-2-enoic acid (33 mg, 0.23 mmol) was dissolved in DCM (1 ml containing one drop of dimethyl formamide), oxalyl chloride was added (20 μl, 0.23 mmol) and the solution was stirred at room temperature for 15 minutes. This solution was added to a solution of N-(6-methoxy-2-methyl-3-pyridyl)ethane-1,2-diamine (27 mg, 0.15 mmol) and diisopropylethylamine (88 μl, 0.5 mmol) in DCM (2 ml) and the resulting mixture was stirred at room temperature for three hours. The volatiles were removed under reduced pressure and the residue was purified by preparative HPLC (Waters XBridge, gradient of water containing 0.1% NH3 and 10% to 100% acetonitrile) to yield 10.5 mg of a solid (0.035 mmol, 23%).
後処理
- stirringthe resulting mixture was stirred at room temperature for three hours
- customThe volatiles were removed under reduced pressure
- customthe residue was purified by preparative HPLC (Waters XBridge, gradient of water containing 0.1% NH3 and 10% to 100% acetonitrile)
出典と根拠
- ORDレコード
- ord-8f9d2edbdc42438ca278d293e455a272
- 出典データセット
- uspto-grants-2016_04
- 特許番号
- US09321724B2
反応ノート
読み込み中…