Electric Literature of 1177559-63-5, 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 1177559-63-5 as follows.
To a stirred solution of (3-bromo-2-fluorophenyl)methanamine hydrochloride (15.0 g, 62.5 mmol, 1 equiv) and 1 ,1 -dimethoxypropan-2-one (9.58 g, 81 .25 mmol, 1 .3 equiv) in DCE (150 mL) was added sodium triacetoxyborohydride (17.22 g, 81 .25 mmol, 1 .3 equiv) at room temperature and the mixture was stirred overnight. 30% aqueous K3P04 (pH=14) was added to the reaction mixture, the layers were partitioned and the aqueous layer was extracted with EtOAc (2 x 200 mL), and the organics were combined and washed with brine ( 100 mL), and dried over Na2S04. The organic solvent was concentrated to give the N-(3- bromo-2-fluorobenzyl)-1 ,1 -dimethoxypropan-2-amine as a colorless liquid (19 g, crude). LC-MS (ES) m/z = 306.2, 308.0 [M+H]+. NMR (400 MHz, DMSO-d6) delta ppm 0.94 (d, J = 6.4 Hz, 3 H), 1 .89 (br.s, 1 H), 2.62 (t, J = 6 Hz, 1 H), 3.22 (s, 3 H), 3.25 (s, 3 H), 3.73 – 3.76 (m, 1 H), 3.80 – 3.84 (m, 1 H), 4.06 (d, J = 5.6 Hz, 1 H), 7.09 (t, J = 8 Hz, 1 H), 7.44 (t, J = 6.8 Hz, 1 H), 7.53(t, J = 7.2 Hz, 1 H).
According to the analysis of related databases, 1177559-63-5, the application of this compound in the production field has become more and more popular.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; AXTEN, Jeffrey; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (162 pag.)WO2018/15879; (2018); A1;,
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bromide – Wiktionary