The origin of a common compound about 1-Amino-3-chloropropan-2-ol hydrochloride

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62037-46-1, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 62037-46-1, 1-Amino-3-chloropropan-2-ol hydrochloride, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 62037-46-1, blongs to alcohols-buliding-blocks compound. Formula: C3H9Cl2NO

To a suspension of 1-amino-3-chloropropan-2-ol hydrochloride (175.2 mg, 1.2 mmol, 1.0 eq) and pyridine (0.49 mL, 6.0 mmol, 5.0 eq) in DCM (3 mL) at 0 C was added the crude acid chloride 16 from the above reaction. The reaction mixture was allowed to warm to 23 C over 2 h, and then stirred overnight at rt. The resultant mixture was partitioned between DCM (3 mL) and water (5 mL). The organic layer was washed with saturated NaHCO3 (aq, 5 mL) and brine (5 mL), dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude material was purified by column chromatography on silica gel, using a mobile phase gradient of 15 to 40% of EtOAc/hexanes to yield the acrylamide 17 (172.2 mg, 0.49 mmol, 41% from 15) as a white solid. 1H NMR (500 MHz, DMSO-d6) delta 7.44 – 7.39 (m, 4H), 7.37 (t, J= 5.6 Hz, 1H), 7.24 (d, J= 8.6 Hz, 2H), 7.21 – 7.17 (m, 2H), 6.99 (d, J= 8.7 Hz, 2H), 5.35 (d, J= 5.3 Hz, 1H), 3.83 – 3.74 (m, 1H), 3.58 (dd, J= 11.2, 4.4 Hz, 1H), 3.47 (dd, J= 11.2, 6.0 Hz, 1H), 3.34 – 3.28 (m, 1H), 3.19 (ddd, J = 13.4, 6.7, 5.6 Hz, 1H); 13C NMR (126 MHz, DMSO-d6) delta 167.32, 137.21, 135.65, 133.96, 132.78, 132.71, 131.30, 129.40, 129.07, 128.27, 128.23, 69.06, 47.88, 43.19; HRMS m/z calcd. for C18H18Cl2NO2 [M+H]+ 350.07091, found 350.06477.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62037-46-1, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNITED STATES GOVERNMENT REPRESENTED BY THE DEPARTMENT OF VETERANS AFFAIRS; RETTIG, Matthew; JUNG, Michael, E.; RALALAGE, D. Elshan Nakath, G.; AN, Jiabin; (162 pag.)WO2018/136792; (2018); A1;,
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