Related Products of 6419-36-9 ,Some common heterocyclic compound, 6419-36-9, molecular formula is C7H8ClNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To a solution of l-(2-Phenylethyl)piperazine (2.2 ml, 11.5 mmol) and 3-pyridylacetic acid hydrochloride (2.0 g, 11.5 mmol) in DMF (approximately 15 ml) is added HOBT (1.6 g, 11.5 mmol). The pH of the solution is adjusted to 8 by adding N-methylmorpholine. Coupling reagent EDC (2.3 g, 11.9 mmol) is added. After the reaction mixture is stirred at RT over night, the solvent is evaporated under reduced pressure and the residue is dissolved in EtOAc (20 ml). The organic layer is washed with aqueous saturated NaHCO3 (20 ml) and NaCl (20 ml) solution and dried (Na2SO4). The solvent is evaporated under reduced pressure to give a product which is chromatographed on silica (MeOH/EtOAc, 2:10) to give a brownish solid; yield: 3.56 g, 100 % (98 % pure by area % HPLC analysis); mp 91-93 C; chemical formula: C19H23N3O; molecular weight: 309,41.1H NMR (300 MHz, DMSO-J15) delta 2.37 – 2.43 (4H, m), 2.50 – 2.54 (4H, m), 2.71 – 2.76 (2H, m), 3.40 – 3.54 (2H, m), 3.76 (2H, s), 7.18 – 7.35 (6H, m), 7.61 (IH, td, J= 7.8 Hz, J= 1.7), 8.42 – 8.44 (2H, m); FT-IR (NaCl) 3409, 2776, 1652, 1579, 1424, 1311, 1237, 1134, 1237, 1134, 998, 767, 697 cm”1; EI MS m/z 310 [MH+], FAB MS m/z 310 [MH+]; HRMS m/z calcd for C19H24N3O [MH+] 310.1919, found 310.1928.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 6419-36-9, 2-(Pyridin-3-yl)acetic acid hydrochloride, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; LEK PHARMACEUTICALS D.D.; WO2007/73935; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem