反应详情

To a mixture of 3-bromo-5-[[1-(tert-butoxycarbonyl)-2(R)-pyrrolidinyl]methoxy]pyridine (125 mg, 350 μmol) and 4-(4-phenylbutyl)piperidine (83.4 mg, 384 μmol, 1.1 equiv.) in anhydrous toluene (2 mL) were added successively potassium tert-butoxide (64 mg, 0.52 mmol, 1.5 equiv.), tris(dibenzylideneacetone)dipalladium(0) (6.4 mg, 7.0 μmol, 0.02 equiv.), and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (Xantphos; 12.1 mg, 21 μmol, 55 mequiv.). The mixture was degassed and purged with Ar (3 cycles), then warmed by microwave irradiation under Ar. After reaction for 30-40 minutes at 130° C., the mixture was cooled to room temperature, diluted with EtOAc, and washed with brine. The solution was dried over Na2SO4 and evaporated, and the residue was purified by CC on SiO2 with CH2Cl2/EtOAc 3:2. 3-[[1-(tert-Butoxycarbonyl)-2(S)-pyrrolidinyl]methoxy]-5-[4-(4-phenylbutyl)-1-piperidinyl]pyridine (128 mg, 74%) was obtained as a pale yellow oil.

1. customThe mixture was degassed
2. custompurged with Ar (3 cycles)
3. temperaturewarmed by microwave irradiation under Ar
4. customAfter reaction for 30-40 minutes at 130° C.
5. washwashed with brine
6. dry with materialThe solution was dried over Na2SO4
7. customevaporated
8. customthe residue was purified by CC on SiO2 with CH2Cl2/EtOAc 3:2