Adding a certain compound to certain chemical reactions, such as: 53014-84-9, 2-Methyl-5-formylpyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives
General procedure: GeneralReductive Amination Procedure: A 2-dram round-bottomed vial was charged withthe crude amine/TFA salt prepared using the general displacement procedure followed by the general TFA de-protection procedure (0.115 mmol), DCE(2 mL), DIPEA (6 eq. 0.690 mmol), DMF (1 mL), the aldehyde (1 equiv., 0.115mmol), and the reaction mixture was shaken for 1 h at RT. The reaction mixture was then treated with NaBH(OAc)3(2.5 equiv., 0.230 mmol) and the reaction was shaken 16 h at RT. Ther eaction mixture was then diluted with DCE (2 mL) and NaHCO3 (2mL). The aqueous layer was back extracted with DCE (2 x 2 mL) and the combined organic layer was concentrated under reduced pressure (Genevac HT-4) and the crude residue was purified usin greverse phase HPLC (MS-triggered fraction collection) with an acetonitrile/water or methanol/water gradient and trifluoroacetic acid as the modifier. The pure fractions were then concentrated under reduced pressure (Genevac HT-4) to afford the pure productsas the TFA salt. General De-Protection Procedure:The crude protected products were prepared using the General Displacement Procedure and were then treated with 2 mL DCE and 500muL of TFA and shaken for24 h. The solvent was removed underreduced pressure (Genevac HT-4) and the crude residues were purified using reverse phase HPLC (MS-triggered fraction collection) with an acetonitrile/water or methanol/water gradient and trifluoroacetic acid as a modifier. The pure fractions were then concentrated under reduced pressure (Genevac HT-4).(Z)-5-((2-(4-((((6-methylpyridin-3-yl)methyl)amino)methyl)piperidin-1-yl)pyrimidin-4-yl)methylene)thiazolidine-2,4-dione(21) was prepared using the general reductive amination procedure and the general de-protection procedure with compound 13 and 6-methylnicotinaldehyde (15.5 mg, 41.7 mg theoretical,37.2%). LC-MS m/z 397.5 (M+1).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,53014-84-9, 2-Methyl-5-formylpyridine, and friends who are interested can also refer to it.
Reference:
Article; Flanders, Yvonne; Dumas, Stephane; Caserta, Justin; Nicewonger, Robb; Baldino, Michael; Lee, Chee-Seng; Baldino, Carmen M.; Tetrahedron Letters; vol. 56; 23; (2015); p. 3186 – 3190;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem