4-Amino-3-penten-2-one → HCID 57503351, compound
Reaction equation
[CH3:1][C:2]1[O:3][C:4]2[C:9]([C:10](=[O:12])[CH:11]=1)=[CH:8][CH:7]=[CH:6][C:5]=2[CH:13]=[C:14]([C:22](=O)[CH3:23])[C:15]([O:17][CH2:18][CH:19]1[CH2:21][CH2:20]1)=[O:16].[NH2:25][C:26]([CH3:31])=[CH:27][C:28](=[O:30])[CH3:29]>C(O)C>[C:28]([C:27]1[CH:13]([C:5]2[CH:6]=[CH:7][CH:8]=[C:9]3[C:4]=2[O:3][C:2]([CH3:1])=[CH:11][C:10]3=[O:12])[C:14]([C:15]([O:17][CH2:18][CH:19]2[CH2:21][CH2:20]2)=[O:16])=[C:22]([CH3:23])[NH:25][C:26]=1[CH3:31])(=[O:30])[CH3:29]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
648 mg (1.98 mmol) of cyclopropylmethyl 2-[(2-methyl-4-oxo-4H-chromen-8-yl)methylene]-3-oxobutanoate are dissolved with 196 mg (1.98 mmol) of 4-aminopent-3-en-2-one in 10 ml of ethanol and heated under reflux under argon for 24 h. The solvent is removed in vacuo, and the residue is purified by preparative HPLC. Concentration of the product fractions and crystallization from ethyl acetate result in 327 mg (41% of theory) of the title compound as a white solid.