New downstream synthetic route of 77317-55-6

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 77317-55-6.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 77317-55-6, name is Methyl 2-amino-5-iodobenzoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 2-amino-5-iodobenzoate

methyl 4-amino-4′-propyl-[l,l’-biphenyl]-3-carboxylate (4a) Synthesized using reported procedure with modification (US Patent Application Publication Culshaw et al, Pub. No. US 2008/0293939 Al, Nov 27, 2008). To a round-bottom-flask under nitrogen methyl 2-amino-5-iodobenzoate (1) (831 mg, 3 mmol, 1.0 equiv.), 4- propylphenylboronic acid (541 mg, 3.3 mmol, 1.1 equiv.) and DMF (20 mL) were added, followed by addition of catalyst Pd(dppf)Cl2 (110 mg, 0.15 mmol, 0.05 equiv.) and the mixture were stirred for 15 minutes. 2M Na2CC>3 solution (7.5 mL, 15 mmol, 5.0 equiv.) was added and then the mixture was heated at 80 C for 16 hours. The reaction mixture was allowed to cool down to room temperature. The reaction mixture was filtered and concentrated under reduced pressure. H20 (20 mL) was added to the residue which was extracted with EtOAc (2 x 20 mL). All the organic extracts were combined, dried over NaSC>4 and concentrated under reduced pressure. The crude product was purified by flash column chromatography (ethyl acetate_hexanes=20:80) on silica gel to afford 4a (418 mg, 51%) as yellow solid. XH NMR (400 MHz, CDCI3) delta 8.11 (s, 1H), 7.53-7.20 (m, 5H), 6.71 (d, J= 8.0 Hz, 1H), 5.74 (s, 2H), 3.88 (s, 3H), 2.60 (t, J= 8.0 Hz, 2H), 1.71-1.61 (m, 2H), 0.96 (t, J = 8.0 Hz, 3H); 1 C NMR (100 MHz, CDCI3) delta 168.56, 149.48, 140.96, 137.74, 132.70, 129.37, 129.23, 128.81, 126.03, 117.13, 110.90, 51.54, 37.61, 24.55, 13.82.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 77317-55-6.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; NIKOLOVSKA-COLESKA, Zaneta; STUCKEY, Jeanne A.; MADY, Ahmed; MIAO, Lei; (140 pag.)WO2016/172218; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com