The origin of a common compound about Methyl 6-amino-3-bromopicolinate

The synthetic route of 178876-83-0 has been constantly updated, and we look forward to future research findings.

Reference of 178876-83-0 , The common heterocyclic compound, 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, 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 methyl 6-amino-3-bromopicolinate (200 mg, 866 umol, 1 eq) in EtOH (50 mL) was added NaHC03 (124 mg, 1.47 mmol, 1.7 eq) and l-chloropropan-2- one (2.35 g, 25.4 mmol, 3.00 mL, 29.3 eq). The reaction was stirred at 90 C for 24 hr. The reaction was cooled to 25 C and concentrated in vacuo. To the residue was added water (50 mL). The aqueous phase was extracted with ethyl acetate (50 mL*3). The combined organic phase was washed with brine (50 mL*2), dried with anhydrous Na2S04, filtered and (0369) concentrated in vacuo. The residue was purified by Prep-TLC (Petroleum ether/Ethyl acetate=l/l). Example 1 14A (120 mg crude) was obtained as a brown oil. ESI m/z 269[M +1 ]+.

The synthetic route of 178876-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (147 pag.)WO2017/214413; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem