反应详情

A 10-mL round-bottom flask was charged with (S)-3-(3,6-dihydro-2H-pyran-4-yl)-7-(2-fluoropyridin-3-yl)-2′,6′-dihydrospiro[chromeno[2,3-c]pyridine-5,3′-[1,4]oxazin]-5′-amine (82.8 mg, 0.186 mmol) and MeOH (2.5 mL). The flask was flushed with Ar (g), then 10% Pd/C (ca. 35 mg) was added. H2 (g) was bubbled through the mixture for 1 min, then the reaction mixture was stirred under an H2 (g) atmosphere overnight. An additional portion of 10% Pd/C (21 mg) was added, and H2 (g) was bubbled through for 1 min. After stirring overnight, the mixture was filtered through celite, and the filter cake was washed with methanol. The filtrate was concentrated, and the residue was purified by chromatography (10-40% of a 90:10:1 mixture of DCM/MeOH/NH4OH in DCM) to give (S)-7-(2-fluoropyridin-3-yl)-3-(tetrahydro-2H-pyran-4-yl)-2′,6′-dihydrospiro[chromeno[2,3-c]pyridine-5,3′-[1,4]oxazin]-5′-amine (72 mg) as an off-white solid. [M+H]+=447.2.

1. customThe flask was flushed with Ar (g)
2. addition10% Pd/C (ca. 35 mg) was added
3. customH2 (g) was bubbled through the mixture for 1 min
4. additionAn additional portion of 10% Pd/C (21 mg) was added
5. customH2 (g) was bubbled through for 1 min
6. stirringAfter stirring overnight
7. filtrationthe mixture was filtered through celite
8. washthe filter cake was washed with methanol
9. concentrationThe filtrate was concentrated
10. customthe residue was purified by chromatography (
11. addition10-40% of a 90:10:1 mixture of DCM/MeOH/NH4OH in DCM)