Application of 6345-27-3 , The common heterocyclic compound, 6345-27-3, name is Isonicotinimidamide hydrochloride, molecular formula is C6H8ClN3, its 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.
Isonicotinamidine hydrochloride (5.0Og, 31.7mmol) and acetaldehyde dimethylacetal (8.44mL, 63.5mmol) were combined and heated to 1100C in anhydrous DMF (35mL) in the presence of DBU (14.2OmL, 95.2mmol) for 3h. The reaction mixture was cooled to 200C, then stirred for 16h, before being concentrated in vacuo. The residue was partitioned between H2O(10OmL) and EtOAc (10OmL). The aqueous layer was extracted with EtOAc (2x50mL), then the combined organics were washed with brine (5OmL), dried (MgSO4), filtered and concentrated under reduced pressure. Flash column chromatography (EtOAc) of the residue gave 4-methyl-2-pyridin-4-yl-pyrimidine: deltaH ((CDj)2SO): 2.57 (3H, s), 7.45 (IH, d), 8.21-8.26 (2H, m), 8.72-8.77 (2H, m), 8.82 (IH, d). To a solution of this compound (1.06g, 6.17mmol) in anhydrous dioxane (2OmL) was added SeO2 (2.05g, 18.51mol), then the mixture was heated to reflux for 9Oh. The reaction mixture was cooled to 200C then filtered, washing with EtOAc. The filtrate was evaporated to dryness, then the residue was suspended in CH2Cl2. The suspension was filtered, washing with CH2Cl2, then the filtrate was evaporated to dryness to furnish the title compound: deltaH (CDCl3): 7.80 (IH, d), 8.38 (2H, d), 8.83 (2H, d), 9.13 (IH, d),10.15 (IH, s).
The synthetic route of 6345-27-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PROSIDION LTD.; WO2006/70208; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem