A new synthetic route of 150529-73-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-(3-bromophenyl)acetate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 150529-73-0, name is Methyl 2-(3-bromophenyl)acetate, belongs to esters-buliding-blocks compound, 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 150529-73-0, Product Details of 150529-73-0

(The following reaction is done in an oxygenfree N2 atmosphere.) Add ethanol (0.8mL), Tetrakis-(triphenylphosphine)-palladium(0) (30mg, 2.2mol%) and Na2CO3 decahydrate (944mg, 3.30mmol; presolved in 1.2mL H2O) subsequently to dissolved 2-Amino-benzeneboronic acid (48) (201mg, 1.30 mmol) in toluene (6.0mL). Degas the reaction mixture for 5 times and flood with N2 again. Add (3-Bromo-phenyl)-acetic acid methyl ester (47) (270mg, 1.18mmol) in toluene (6.0 mL), degas again (5 times) and stir the reaction solution overnight at 100C. Partition the reaction solution between EtOAc and brine (1+1) and extract the separated aqueous layer 3 times with EtOAc. Wash combined organic layer with brine and dry with Na2SO4. Remove solvent under reduced pressure and purify the crude product by preparative radial chromatography (silica gel 60PF, CyH/EtOAc 3+1) to obtain (2′-Amino-biphenyl-3-yl)-acetic acid methyl ester (49) as an orange oil (304mg, 81%). 1H NMR (400MHz, CDCl3): 3.66 (s, 2 H); 3.69 (s, 3 H); 3.62-3.86 (br.s, 2 H); 6.75 (d, 1 H, J= 8.1Hz); 6.80 (t, 1 H, J= 7.3Hz); 7.11 (d, 1 H, J= 7.3Hz); 7.15 (d, 1 H, J = 8.1Hz); 7.22-7.26 (br.m, 1 H); 7.32-7.42 (m, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-(3-bromophenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; Revotar Biopharmaceuticals AG; EP1764093; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics