Reference of 845306-04-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.845306-04-9, name is 6-Chloro-N-methylpicolinamide, molecular formula is C7H7ClN2O, molecular weight is 170.5963, as common compound, the synthetic route is as follows.
A stirred solution of intermediate 2 (0.6g, 1.91 mmol) in dry 1,4-dioxane (10 mL), was added cesium carbonate (I.9g, 5.88 mmol) followed by 6-chloro-N-methylpicolinamide (0.25 g, 1.47 mmol, ABCR). Nitrogen was flushed into the solution for 20 mm and Pd(OAc)2 (0.016 g, 0.07 mmol) and 2-2?-bis (diphenylphosphino)-I-I?-binaphthyl (0.091g, 0.14 mmol) were added. The reaction mixture was stirred at 100 C for 12 h. The resulting reactionmixture was filtered through celite and evaporated under vacuum. Water (5 mL) was added and the mixture was extracted with EtOAc (5OmL). The organic layer was dried over anhydrous Na2SO4 and evaporated. The resulting crude product was purified by column chromatography ( brown solid). 1H NMR (400 MHz, DMSO-d6): 6 8.94-8.92 (m, 2H), 8.41 (d, J = 4.0 Hz, I H), 8.09 (d, J = 8.8 Hz, I H), 8.01 (5, 1 H), 7.94-7.94 (m, I H), 7.63 (t, J = 8.4 Hz, IH), 7.25-7.23 (m, IH), 6.94 (d, J = 8.4 Hz, IH), 3.79-3.77 (m, IH), 3.58-3.58 (m, 4H),2.77 (d, J = 4.80 Hz, 3H), 2.59-2.58 (m, 2H), 2.49-2.45 (m, 2H), 1.45 (d, J = 6.80 Hz, 3H). LCMS: (Method A) 377.2 (M +H), Rt. 2.14mm, 95.23% (Max). HPLC: (Method A) Rt. 2.07mm, 96.75% (Max).
Statistics shows that 845306-04-9 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-N-methylpicolinamide.
Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut, Gajendra; (280 pag.)WO2017/144633; (2017); A1;,
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