Downstream synthetic route of 71071-46-0

71071-46-0 Dimethyl [2,2′-bipyridine]-4,4′-dicarboxylate 326419, acatalyst-ligand compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.71071-46-0,Dimethyl [2,2′-bipyridine]-4,4′-dicarboxylate,as a common compound, the synthetic route is as follows.

71071-46-0, A solution of compound 9 (200mg, 0.39mmol), dimethyl 2,2?-bipyridine-4,4?-dicarboxylate (212mg, 0.78mmol), and potassium hexafluorophosphate (108mg, 0.585mmol) in dry 1,2-dichloroethane (20mL) was stirred at 40°C for 24h. The reaction mixture was concentrated under reduced pressure and the crude product was purified by column chromatography using ethyl acetate/ dichloromethane (1:1) to give compound 10 as a dark red solid (198mg, 50percent). 1H NMR (300MHz, CDCl3): delta 8.88 (s, 1H), 8.83 (s, 1H), 8.75 (s, 2H), 8.27 (d, J=6Hz, 1H), 8.02 (dd, J=1.5Hz, 1.5Hz, 1H), 7.80 (d, J=5.4Hz, 1H), 7.84 (d, J=6.3Hz, 1H), 7.76(dd, J=1.5Hz, 1.5Hz, 1H), 7.69 (dd, J=1.5Hz, 1.5Hz, 1H), 7.59?7.64 (m, 5H), 7.30(d, J=5.4Hz, 1H), 7.01?7.16 (m, 1H), 6.89 (q, J=5.4Hz, 1H), 6.52 (q, J=7.8Hz, 1H), 4.00 (s, 3H), 3.99 (s, 3H), 3.98 (s, 3H), 3.96 (s, 3H); 13C NMR (125MHz, CDCl3): delta 181.4, 164.3, 164.3, 164.1, 163.9, 162.1, 159.5 (d, JCF=252.1Hz), 157.9, 157.3, 156.6, 156.4, 155.4, 151.6, 150.7, 150.4, 145.6, 138.4, 137.2, 136.3, 135.8, 135.7, 135.4, 135.2, 128.1, 126.2, 126.1, 125.8, 125.7, 125.1, 122.8, 122.7, 122.1, 121.9, 121.6, 120.0, 119.0, 109.5 (d, JCF=22.7Hz), 53.4, 53.3, 53.2; HRMS (FAB): calcd. for C41H31FN5O8SRu [M+] 874.0921, found 874.0923.

71071-46-0 Dimethyl [2,2′-bipyridine]-4,4′-dicarboxylate 326419, acatalyst-ligand compound, is more and more widely used in various fields.

Reference:
Article; Li, Chung-Yen; Su, Chaochin; Wang, Hsiou-Hsuan; Kumaresan, Prabakaran; Hsu, Chia-Hsuan; Lee, I-Ting; Chang, Wei-Chun; Tingare, Yogesh S.; Li, Ting-Yu; Lin, Chia-Feng; Li, Wen-Ren; Dyes and Pigments; vol. 100; 1; (2014); p. 57 – 65;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI