Continuously updated synthesis method about C10H9ClN2

According to the analysis of related databases, 143426-52-2, the application of this compound in the production field has become more and more popular.

Reference of 143426-52-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 143426-52-2 as follows.

To a stirred solution of intermediate 1 (0.15 g, 0.73 mmol) in MeCN (10 mL), were added Intermediate 11 (0.14 g , 0.75 mmol) and trimethylamine (0.27 mL, 1.86 mmol ) at RT and the resulting mixture was stirred overnight at RT. After completion of reaction, the reaction mixture was quenched with water (10 mL) and extracted with EtOAc (3 x 30 ml_). The combined organic layer was washed with brine (30 mL), dried over Na2S04, filtered and concentrated under vacuum. The resulting crude material was purified by prep-HPLC (Method B) to get desired compound. Yield: 39% (90 mg, White solid). 1H NMR (400 MHz, DMSO-d6): d 8.45 (d, J = 2.0 Hz, 1 H), 7.77-7.73 (m, 3H), 7.35 (d, J = 8.4 Hz, 2H), 6.93-6.82 (m, 3H), 6.53 (s, 1 H), 4.22 (s, 4H), 3.72 (d, J = 13.2 Hz, 1 H), 3.33-3.27 (m, 1 H), 3.09-3.06 (m, 1 H), 2.97 (t, J = 7.6 Hz, 1 H), 2.19-2.06 (m, 2H), 1.81-1.71 (m, 2H), 1.70-1.56 (m, 1 H). LCMS: (Method A) 362.1 (M+H), Rt. 97.70 min, 88.96% (Max). HPLC: (Method A) Rt. 2.88 min, 97.88% (Max).

According to the analysis of related databases, 143426-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; WISHART, Grant; KULKARNI, Santosh S.; RAKESH, Paul; (338 pag.)WO2020/39027; (2020); A1;,
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