反应详情

10 g 4-Bromo-2-(5-chloro-2-fluoro-phenyl)-quinoline (cf. Example 5; M 336.59), and 4.13 g of 3-nitro-4-amino pyridine in 500 ml tert. amylalcohol were treated under argon with 272 mg Pd2(dba)3 (ABCR) and 0.69 g Xanthphos (ABCR) under basic conditions adjusted with 12.6 g K3PO4 at 117° C. external (100° C. internal temperature) for 6.5 hrs. Work-up with ethyl acetate extract washed with aqueous 5% KHSO4 solution (pH 2) and aqueous 5 NaHCO3 solution yielded after drying with Na2SO4, filtration and washings with methanol 6.6 g yellow powder of correct mass M+H+ 395 and Rt˜2.67 min and Rf˜0.44 in TLC on silica in petrolether/EE 2:1.

1. customexternal (100° C. internal temperature)
2. customfor 6.5 hrs
3. extractionWork-up with ethyl acetate extract
4. washwashed with aqueous 5% KHSO4 solution (pH 2) and aqueous 5 NaHCO3 solution
5. customyielded
6. dry with materialafter drying with Na2SO4, filtration and washings with methanol 6.6 g yellow powder of correct mass M+H+ 395 and Rt˜2.67 min and Rf˜0.44 in TLC on silica in petrolether/EE 2:1