With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.131803-48-0, name is Methyl 6-(bromomethyl)nicotinate, molecular formula is C8H8BrNO2, molecular weight is 230.06, as common compound, the synthetic route is as follows.category: pyridine-derivatives
NaH (60%, 48.5mg, 1.2lmmol) was added to a solution of (3) (200mg, 1.lSmmol) inDMF (7mL) at 5C under N2(g). The reaction mixture was stirred for 20mm thenmethyl 6-(bromomethyl)pyridine-3-carboxylate (345mg, 1 .Smmol) was added as asolution in DMF (3mL). The stirring was continued at 70C for lh. Reaction cooled toand poured onto water (lOOmL). Brine (25mL) was added and the aqueous wasextracted with EtOAc (2 x lOOmL). Combined organics were dried over Na25O4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography with CH2CI2/EtOAc (1:0-0:1) then EtOAc/MeOH (1:0-4:1) to give (4) (129mg, 35%).1H NMR (500 MHz, Chloroform-d), OH ppm: 9.04-9.13 (m, 1H), 8.70 (5, 2H), 8.19 (5,2H), 8.13 (dd, J=5.6, 2.3 Hz, 3H), 7.32 (d, J=8.2 Hz, 1H), 5.55 (5, 2H), 3.86 (5, 3H). LCMS (ES): Found 322.9 [M+H].
At the same time, in my other blogs, there are other synthetic methods of this type of compound,131803-48-0, Methyl 6-(bromomethyl)nicotinate, and friends who are interested can also refer to it.
Reference:
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; TOMASSI, Cyrille Davy; CECIL, Alexander Richard Liam; MACCORMICK, Somhairle; NODES, William John; SILVA, Franck Alexandre; WO2014/181137; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem