Electric Literature of 58971-11-2,Some common heterocyclic compound, 58971-11-2, name is 3-Bromophenethylamine, molecular formula is C8H10BrN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 116: 5-(1 -cyclohexyl-5-(methoxymethyl)-1 H-pyrazol-4-yl)-3-(1 ,2,3,4- tetrahydroisoquinolin-6-yl)-1 ,2,4-oxadiazoleStep 1: N-(3-bromophenethyl)-2,2,2-trifluoroacetamide; To a solution of 3-bromophenethylamine (2.46 g; 12.3 mmol) in DCM (15 mL) was added diisopropylamine (3.18 g; 24.6 mmol) and trifluoroacetic anhydride (2.84 g; 13.5 mmol) and the mixture was stirred for 16 hours. The solvent was removed in vacuo and the residue was triturated with DCM (1 mL) and petrol (10 mL) to give the title compound (2.57 g; 70 %) as a pale yellow solid. 1H NMR (CDCI3, 400MHz) delta 7.40 (1 H, d, J = 8.0 Hz), 7.36 (1 H, s), 7.21 (1 H, t, J = 7.8 Hz), 7.12 (1 H, d, J = 7.7 Hz), 6.37 (1 H, br s), 3.65-3.57 (2 H, m), 2.87 (2 H, t, J = 7.1 Hz).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromophenethylamine, its application will become more common.
Reference:
Patent; MERCK SERONO S.A.; QUATTROPANI, Anna; BAKER-GLENN, Charles; BLACKABY, Wesley; KNIGHT, Chris; WO2010/142628; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary