Ammonium formate → HCID 22630777, compound

Reaction equation

[CH3:1][O:2][CH:3]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[N:19]=[CH:18][CH:17]=[CH:16][N:15]=3)=[CH:10][CH:9]=2)=[CH:6][CH:5]([O:20][CH3:21])[O:4]1.C([O-])=O.[NH4+]>CO.[Pd]>[CH3:1][O:2][CH:3]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[N:15]=[CH:16][CH:17]=[CH:18][N:19]=3)=[CH:10][CH:9]=2)[CH2:6][CH:5]([O:20][CH3:21])[O:4]1

Participants

Procedure

A mixture of 2,5-dihydro-2,5-dimethoxy-3-[4-(pyrimidin-2-yl)phenyl]furan (70 mg, 0.25 mmol), 10% Pd/C (20 mg), and ammonium formate (46 mg, 0.75 mmol) in methanol (1 mL) was stirred overnight. The reaction mixture was filtered through a fritted funnel, and concentrated in vacuo. The crude product was partitioned between ethyl acetate and sat. aq. NaHCO3, the organic layer dried with Na2SO4, and concentrated in vacuo to give 60 mg (85%) of the title compound, which was used without further purification. MS 287 (M+H)+.