反应详情

Concentrated aq. HCl (75.18 μL, 0.88 mmol) was added to a solution of the (5R)-2-[4-(5-ethoxy-2-fluoro-phenyl)-6-methyl-pyrimidin-2-yl]-7-methyl-1,7-diazaspiro[4.4]non-1-en-6-one (which may be prepared as described in Description 20) (335 mg, 0.88 mmol) in DCM (20 mL) at 0° C. Finally, sodium triacetoxyborohydride (556.96 mg, 2.63 mmol) was added in a single portion and the resulting mixture was stirred for 90 mins. The reaction was quenched by the addition of sat. Na2CO3 and the resultant mixture was stirred for 5 mins. The phases were separated, the organic layer was dried (Na2SO4) and the solvent was evaporated to afford a brown oil. The material was purified using a Biotage SP4 with a 25 g SNAP cartridge, eluting with 0 to 20% MeOH/EtOAc over 20 column volumes. A partial separation was achieved. Faster running fractions were collected and evaporated to afford (2S,5R)-2-[4-(5-ethoxy-2-fluoro-phenyl)-6-methyl-pyrimidin-2-yl]-7-methyl-1,7-diazaspiro[4.4]nonan-6-one as a light brown oil (97 mg)

1. customThe reaction was quenched by the addition of sat. Na2CO3
2. stirringthe resultant mixture was stirred for 5 mins
3. customThe phases were separated
4. dry with materialthe organic layer was dried (Na2SO4)
5. customthe solvent was evaporated
6. customto afford a brown oil
7. customThe material was purified
8. washeluting with 0 to 20% MeOH/EtOAc over 20 column volumes
9. customA partial separation
10. customwere collected
11. customevaporated