Methanol → 5-chloro-1-(5-hydroxymethyl-pyrazin-2-yl)-1H-pyridin-2-one

반응식

C[O:2][C:3]([C:5]1[CH:10]=[N:9][C:8]([N:11]2[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]2=[O:18])=[CH:7][N:6]=1)=O.CO.[BH4-].[Na+]>C(Cl)Cl>[Cl:17][C:15]1[CH:14]=[CH:13][C:12](=[O:18])[N:11]([C:8]2[CH:7]=[N:6][C:5]([CH2:3][OH:2])=[CH:10][N:9]=2)[CH:16]=1

참가 물질

실험 절차

A solution of the ester from step 2 (1.41 g, 5.317 mmol), in CH2Cl2 and methanol (1:1 50 ml) at 0° C. was treated with sodium borohydride (2.01 g, 53.17 mmol) and the reaction was stirred at room temperature for 18 hrs. The solvent was evaporated in vacuo and the residue was dissolved in EtOAc and sat. NaHCO3. The aqueous layer was extracted with EtOAc and the combined extracts were dried (MgSO4) and evaporated in vacuo. The residue was chromatographed (silica gel, MeOH: CH2Cl2 2:98 to 5:95 gradient elution) to afford the title compound.