反应详情

(cis)-tert-Butyl 4-amino-3-fluoropiperidine-1-carboxylate (0.040 g, 0.18 mmol) was combined with 2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)quinolin-8-yl trifluoromethanesulfonate (Steps 1A-1D; 0.065 g, 0.140 mmol), micronized Cs2CO3 (0.064 g, 0.197 mmol), BINAP-racemic (0.0087 g, 0.014 mmol) and Pd2dba3 (0.0064 g, 0.0070 mmol). The mixture was treated with toluene (0.75 mL), degassed with argon and heated to reflux for 16 hours. The reaction was cooled, diluted with CHCl3 and purified by silica gel chromatography, eluting with a gradient from 1-20% (6% NH4OH in MeOH)/ethyl acetate to provide the desired product (82 mg). MS ESI (+) m/z 536.1 (M+1) detected.

1. customdegassed with argon
2. temperatureheated
3. temperatureto reflux for 16 hours
4. temperatureThe reaction was cooled
5. additiondiluted with CHCl3
6. custompurified by silica gel chromatography
7. washeluting with a gradient from 1-20% (6% NH4OH in MeOH)/ethyl acetate