Oxalyl chloride → (E)-4,4,4-Trifluoro-N-methyl-N-[2-[methyl-(5-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.Cl.Cl.[CH3:18][N:19]([C:24]1[CH:25]=[N:26][CH:27]=[C:28]([CH3:30])[CH:29]=1)[CH2:20][CH2:21][NH:22][CH3:23].CCOP(O)N(C(C)C)C(C)C>ClCCl>[F:1][C:2]([F:9])([F:8])/[CH:3]=[CH:4]/[C:5]([N:22]([CH3:23])[CH2:21][CH2:20][N:19]([CH3:18])[C:24]1[CH:25]=[N:26][CH:27]=[C:28]([CH3:30])[CH:29]=1)=[O:6]参加物
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 (25 mg, 0.18 mmol) was dissolved in dichloromethane (1 ml containing one drop of dimethyl formamide), oxalyl chloride was added (16 μl, 0.18 mmol) and the solution was stirred at room temperature for 10 minutes. This solution was added to a solution of N,N′-dimethyl-N-(5-methyl-3-pyridyl)ethane-1,2-diamine dihydrochloride (36 mg, 0.13 mmol) and EDIPA (132 μl, 0.75 mmol) in anhydrous dichloromethane (1.5 ml) and the resulting mixture was stirred at room temperature for two hours. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by preparative HPLC (Waters XBridge, gradient of water containing 0.1% NH3 and 10% to 100% acetonitrile) to yield 24 mg of a solid (0.08 mmol, 53%).
後処理
- stirringthe resulting mixture was stirred at room temperature for two hours
- concentrationThe reaction mixture was concentrated under reduced pressure
- customthe resulting 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-eba3b38f220b4044b330df2af5e94a18
- 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…