Methanol → 1-cyclopropyl-N-[(2,4-dichlorophenyl)methyl]-2-methyl-5-oxoprolinamide

反応式

[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][N+:10]#[C-:11].[C:12]([OH:19])(=O)[CH2:13][CH2:14][C:15]([CH3:17])=O.[CH:20]1([NH2:23])[CH2:22][CH2:21]1.C[OH:25]>>[CH:20]1([N:23]2[C:12](=[O:19])[CH2:13][CH2:14][C@@:15]2([CH3:17])[C:11]([NH:10][CH2:9][C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[Cl:1])=[O:25])[CH2:22][CH2:21]1

参加物

反応物 4

HCID 887Methanol

HCID 11579Levulinic Acid

HCID 69828Cyclopropylamine

HCID 27580712,4-Dichloro-1-(isocyanomethyl)benzene

生成物 1

HCID 674589701-cyclopropyl-N-[(2,4-dichlorophenyl)methyl]-2-methyl-5-oxoprolinamide

反応条件

温度: 100 °C

実験手順

To a solution of (2,4-dichlorophenyl)methyl isocyanide (0.047 g, 0.25 mmol) and levulinic acid (0.041 ml, 0.4 mmol) in methanol (2 ml) was added cyclopropylamine (0.042 ml, 0.6 mmol). The mixture was heated to 100° C. for 30 minutes in a microwave reactor. The solvent was removed in vacuo and the residue was purified by mass-directed automated HPLC to give 1-cyclopropyl-N-[(2,4-dichlorophenyl)methyl]-2-methyl-5-oxoprolinamide (0.054 g) as a white solid.