Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 699-03-6, name is 1-(4-Bromophenyl)-N-methylmethanamine, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(4-Bromophenyl)-N-methylmethanamine
A mixture of l-(4-bromophenyl)-N-methylmethanamine (14.0 g, 70.0 mmol), 2-(but- 3-yn-l-yl)isoindoline-l,3-dione (16.5 g, 83.0 mmol), Cul (3.33 g, 17.5 mmol) and CS2CO3 (114 g, 351 mmol) in deoxygenated dioxane (280 mL) was further deoxygenated by bubbling nitrogen gas for 1.25 h. through the mixture. PdCl2([l,r-bis(diphenylphosphino)ferrocene]) (5.71 g, 7.00 mmol) was added and the mixture further deoxygenated with nitrogen for 1 h before heating to 80C for 18 h under an atm. of N2. The reaction was allowed to cool to room temperature and filtered through celite with EtOAc. The organic mother liquor was washed with 1 molar NaOH, water, brine, dried with Na2S04, filtered and concentrated in vacuo. The residue was chromatographed on silica gel (330 g Isco column, 1 to 10% MeOH in DCM with 1% N Eh in the eluents over 36 min.) to give 23.3 g of 2-(4-(4- ((methylamino)methyl)phenyl)but-3- yn-l-yl)isoindoline-l,3-dione as a black oil that was 86% 74 by weight. The raw product was used as is in the next reaction. 1H NMR (400MHz, chloroform-d) d = 7.87 (dd, =3.0, 5.5 Hz, 2H), 7.73 (dd, J=3. l, 5.4 Hz, 2H), 7.31 – 7.28 (m, 2H), 7.23 – 7.19 (m, 2H), 3.97 (t, J=1 A Hz, 2H), 2.83 (t, J=1 A Hz, 2H), 2.43 (s, 3H), 1.19 (t, J=12 Hz, 2H). LC/MS RT = 0.49 min., 319.0 [M+H]+
The synthetic route of 699-03-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ADVITECH ADVISORY AND TECHNOLOGIES SA; BECK, Brent Christopher; PERALES, Joe B.; SPEAKE, Jason D.; FERRANDO, Ilaria; (28 pag.)WO2019/115000; (2019); A1;,
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