Cyclopentylamine → (E)-Ethyl 2-acetamido-3-(cyclopentylamino)but-2-enoate
Reaction equation
[C:1]([NH:4]/[C:5](=[C:11](/[N:13]([CH3:15])C)\[CH3:12])/[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2].[CH:16]1(N)[CH2:20]C[CH2:18][CH2:17]1>CC(O)=O.O>[C:1]([NH:4]/[C:5](=[C:11](/[NH:13][CH:15]1[CH2:18][CH2:17][CH2:16][CH2:20]1)\[CH3:12])/[C:6]([O:8][CH2:9][CH3:10])=[O:7])(=[O:3])[CH3:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
(E)-ethyl 2-acetamido-3-(dimethylamino)but-2-enoate (compound 16, 1 g, 4.67 mmol) and cyclopentylamine (0.5 mL) were stirred at room temperature in AcOH (10 mL) for overnight. The reaction mixture was diluted slowly with water (10 mL) and evaporated under reduced pressure to obtain the desired product as a dark brown oil, which could be used without any further purification for the next step.