Potassium Carbonate → HCID 66845912、化合物

反応式

[O:1]=[C:2]1[NH:7][CH:6]=[C:5]([C:8]([O:10][CH3:11])=[O:9])[CH:4]=[C:3]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.[CH:18]1(I)[CH2:22][CH2:21][CH2:20][CH2:19]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH:18]1([N:7]2[C:2](=[O:1])[C:3]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=3)=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[CH:6]2)[CH2:22][CH2:21][CH2:20][CH2:19]1

参加物

実験手順

Methyl 6-oxo-5-(pyridin-2-yl)-1,6-dihydropyridine-3-carboxylate (Step 2, 210 mg, 0.91 mmol), cyclopentyl iodide (196 mg, 1.0 mmol) and potassium carbonate (150 mg, 1.1 mmol) were stirred at room temperature in 2 mL of DMF for 24 h. The reaction mixture was quenched with H2O and extracted 3× with EtOAc. The combined organic extracts were washed 3× with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was taken up in CH2Cl2 and loaded on to a 5 g pre-packed silica gel column and purified. Elution with 0-30% EtOAc:hexanes gave the title compound as an off-white powder (57 mg, 21%). MS m/z: 299 (M+1).