反应详情

2-Methylpyrazine (0.94 g) in tetrahydrofuran (THF) (5 ml) was added dropwise to lithium diisopropylamide (LDA) (7.51 ml of a 1.5 molar solution in THF) in THF (20 ml) at -78° C. After 0.75 hour a solution of (R)-3-quinuclidinyl 2-phenylglyoxalate (see Preparation 2) (2.59 g) in THF (20 ml) was added, the reaction mixture was allowed to reach room temperature, stirred for 1 hour and partitioned between ethyl acetate and 10% aqueous potassium carbonate. The organic layer was then dried over magnesium sulphate and evaporated to leave a residue which was purified by chromatography on silica gel performing a gradient elution using chloroform plus methanol (0→15%). Appropriate fractions were combined and evaporated to give the title compound, as a yellow oil (1.4 g, 39%).

1. customto reach room temperature
2. custompartitioned between ethyl acetate and 10% aqueous potassium carbonate
3. dry with materialThe organic layer was then dried over magnesium sulphate
4. customevaporated
5. customto leave a residue which
6. customwas purified by chromatography on silica gel performing
7. washa gradient elution
8. customevaporated