Oxalyl chloride → (E)-4,4,4-Trifluoro-N-methyl-N-[2-[methyl-(5-methyl-3-pyridyl)amino]ethyl]-but-2-enamide
반응식
[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]참가 물질
반응물 4
생성물 1
시약·촉매·용매 2
실험 절차
(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%).
후처리
- 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)
출처 및 근거
- ORD 기록
- ord-eba3b38f220b4044b330df2af5e94a18
- 출처 데이터셋
- uspto-grants-2016_04
- 특허 번호
- US09321724B2
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