4897-84-1,Some common heterocyclic compound, 4897-84-1, name is Methyl 4-bromobutanoate, molecular formula is C5H9BrO2, 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.
Compound 125:[250] To a solution of IBD monomer 8 (118 mg, 0.4 mmol) and methyl 4-bromobutyrate (109 mg, 0.6 mmol) in anhydrous DMF (1.5 mL) was added potassium carbonate (111 mg, 0.8 mmol). The mixture was stirred at room temperature overnight and diluted with ethyl acetate, washed with saturated ammonium chloride and brine. It was dried over anhydrous sodium sulfate and filtered. The filtrate was striped under reduced pressure to give compound 125 (146 mg, y = 93percent) as a yel]ow foam. 1R NMR (400 MHz, CDCl3): delta 8.25 (d, J = 8.0 MHz, IH), 7.84 (d, J = 4.4 MHz, IH), 7.52 (s, IH), 7.26-7.22 (m, 2H), 7.10-7.06 (m, IH), 6.81 (s, IH), 4.44 (dt, J1 = 10.8 MHz, J2 = 4.0 MHz, IH), 4.15-4.07 (m, 2H), 3.92 (s, 3H), 3.68 (s, 3H), 3.67-3.64 (m, IH), 3.46- 3.43 (m, IH), 2.55 (t, J = 7.2 MHz, 2H), 2.22-2.15 (m, 2H); MS (ESI, m/z): found 465.2 (M + MeOH + K) +.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-bromobutanoate, its application will become more common.
Reference:
Patent; IMMUNOGEN, INC.; LI, Wei; FISHKIN, Nathan, Elliott; ZHAO, Robert, Yongxin; MILLER, Michael, Louis; CHARI, Ravi, V., J.; WO2010/91150; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics