反应详情

A mixture of 4-(3-chloro-2-hydroxy-2-hydroxymethylpropoxy)benzonitrile (180 mg; 0.74 mmol; from step (b) above), tert-butyl 3,7-diazabicyclo-[3.3.1]nonane-3-carboxylate (230 mg; 1.0 mmol; see Example F above) and K2CO3 (140 mg; 1.0 mmol) in MeCN (5 mL) was refluxed for 48 hours. The reaction mixture was filtered and the filtrate concentrated. The residue was dissolved in diethyl ether and the solution was acidified with KHSO4 (aq.). The aqueous layer was collected and NaHCO3 (satd.) was added followed by ether extraction. The organic layer was collected, dried, concentrated and subjected to column chromatography (DCM:MeOH; 20:1) to give the title compound in a 31% yield.

1. temperaturewas refluxed for 48 hours
2. filtrationThe reaction mixture was filtered
3. concentrationthe filtrate concentrated
4. dissolutionThe residue was dissolved in diethyl ether
5. customThe aqueous layer was collected
6. additionNaHCO3 (satd.) was added
7. extractionfollowed by ether extraction
8. customThe organic layer was collected
9. customdried
10. concentrationconcentrated