反应详情

温度

65 °C

To 2-chloromethyl-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one (50 mg, 0.249 mmol) in ethanol (2 mL) was added (R)-1-phenyl-ethylamine (66 mg, 0.545 mmol, 2 eq) and the solution was heated at 65° C. for 15 h. The cooled solution was concentrated under vacuum and the resulting oil was taken up in methanol, added to a strong cation exchange (SCX) column and washed with methanol (50 mL). The product was eluted with 1 N ammonia in methanol (50 mL) and concentrated under vacuum. The crude product was absorbed onto Silica Gel (500 mg), added to a Biotage SNAP-10 g column and eluted with 1% to 10% methanol in dichlormethane over 12 column volumes to give: 2-[((R)-1-phenyl-ethylamino)-methyl]-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one (20 mg, 28% yield). Exact mass calculated for C16H19N3O2 285.15. found 286.5 (ESI, M+H).

1. concentrationThe cooled solution was concentrated under vacuum
2. additionadded to a strong cation exchange (SCX) column
3. washwashed with methanol (50 mL)
4. washThe product was eluted with 1 N ammonia in methanol (50 mL)
5. concentrationconcentrated under vacuum
6. customThe crude product was absorbed onto Silica Gel (500 mg)
7. additionadded to a Biotage SNAP-10 g column
8. washeluted with 1% to 10% methanol in dichlormethane over 12 column volumes
9. customto give