Synthetic Route of 113778-69-1,Some common heterocyclic compound, 113778-69-1, name is N-Methoxy-N-methylisobutyramide, molecular formula is C6H13NO2, 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.
A solution of N’-(4-bromo-5-methoxy-2-methyl-phenyl)-N-ethyl-N-methyl-formamidine (2.0 g, 7.01 mmol) in dry tetrahydrofuran (3.5 mL) under IS -atmosphere was added drop wise to a suspension of LiCI (0.33 g, 7.71 mmol) and Mg-turnings (0.26 g, 7.02 mmol) in dry tetrahydrofuran (3.5 mL) at a temperature between 20 C to 40 C (temperature controlled by addition rate). Upon completed addition, the reaction was aged for 1 h at 40 C and then the mixture was then cooled to 0 C. N-methoxy-N,2-dimethyl-propanamide (1.01 g, 7.33 mmol) was added drop wise and the reaction was mixture was gradually warmed to RT over 1 h. Aqueous NH4CI solution was added and the mixture was extracted with EtOAc. The organic layer was washed with water, brine, dried over MgSC>4, filtrated and concentrated in vacuo. The residue was purified by flash chromatography on silica gel to afford the title compound as light yellow oil . 1H NMR (400 MHz, CDC) delta 7.47 (br. s, 2H), 6.30 (s, 1H), 3.85 (s, 3H), 3.25 – 3.60 (m, 3H), 3.02 (s, 3H), 2.18 (s, 3H), 1.59 (s, 1H), 1.23 (t, 3H), 1.13 (d, 6H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N-Methoxy-N-methylisobutyramide, its application will become more common.
Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WEISS, Matthias; GAGNEPAIN, Julien, Daniel, Henri; HOFFMAN, Thomas, James; SULZER-MOSSE, Sarah; LAMBERTH, Clemens; (86 pag.)WO2017/102635; (2017); A1;,
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