反应详情

A suspension of N-((1R,3S,4S)-3-[(benzyloxy)methyl]-4-{[tert-butyl(dimethyl)-silyl]oxy}cyclopentyl)-6-chloro-N′-[(1R,2S)-2-methoxy-2,3-dihydro-1H-inden-1-yl]-1,3,5-triazine-2,4-diamine (250 mg, 0.00041 mol) and 10% Pd/C (44 mg, 0.000041 mol) in methanol (1.61 mL) was stirred under an atmosphere of hydrogen for 2 days. The reaction was purged with nitrogen and filtered through celite with EtOAc. The filtrate was concentrated to obtain a yellow oil. The oil was taken up in CH2Cl2 and saturated NaHCO3. The layers were separated and the aqueous was extracted with CH2Cl2 (1×). The combined organics were dried over Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography (0 to 10% MeOH/CH2Cl2) to obtain 114 mg (57%) of the title compound. LC/MS: Rt=1.68 min, ES+ 486 (FA standard).

1. customThe reaction was purged with nitrogen
2. filtrationfiltered through celite with EtOAc
3. concentrationThe filtrate was concentrated
4. customto obtain a yellow oil
5. customThe layers were separated
6. extractionthe aqueous was extracted with CH2Cl2 (1×)
7. dry with materialThe combined organics were dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated
10. customThe residue was purified by flash chromatography (0 to 10% MeOH/CH2Cl2)