反应详情

To a solution of (4-amino-phenyl)-(1,3,3-trimethyl-6-aza-bicyclo[3.2.1]oct-6-yl)-methanone (400 mg, 1.47 mmol) in dry THF (25 ml) was added dropwise a solution of isonicotinoyl chloride (312 mg, 2.20 mmol) in dry THF (20 ml). The mixture was stirred for 2 hrs. and evaporated followed by addition of water 20 (ml). The aqueous phase was extracted with EtOAc (2×20 ml) and the combined organic phases were dried (Na2SO4), filtered and evaporated in vacuo. The resulting residue was purified by column chromatography (silica gel) using first EtOAc (300 ml) followed by a 4% mixture of TEA in EtOAc as eluents. Pure fractions were collected and evaporated to dryness. The residue was crystallized from a mixture of diethyl ether (20 ml) and EtOAc (5 ml) affording after filtering and drying in vacuo at 50° C. 200 mg (36%) of the title compound as a solid.

1. customand evaporated
2. additionfollowed by addition of water 20 (ml)
3. extractionThe aqueous phase was extracted with EtOAc (2×20 ml)
4. dry with materialthe combined organic phases were dried (Na2SO4)
5. filtrationfiltered
6. customevaporated in vacuo
7. customThe resulting residue was purified by column chromatography (silica gel)
8. customPure fractions were collected
9. customevaporated to dryness
10. customThe residue was crystallized from a mixture of diethyl ether (20 ml) and EtOAc (5 ml)
11. customaffording
12. filtrationafter filtering
13. customdrying in vacuo at 50° C