Some common heterocyclic compound, 614-97-1, name is 5-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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. HPLC of Formula: C8H8N2
Step B – Synthesis of Compounds 26C and 26D; To a solution of compound 26B (24.5 mmol) in CH3CN (65 mL) was added di- tertbutyl dicarbonate (5.89 g, 27.0 mmol), triethylamine (3.76 mL, 27.0 mmol) and 4- dimethylamino pyridine (300 mg, 2.45 mmol) and the resulting reaction was heated to 80 0C and allowed to stir at this temperature for 1.5 hours. The reaction mixture was cooled to room temperature, concentrated in vacuo, and the residue obtained was purified using flash column chromatography (silica gel, EtOAc/Hexanes 5-20%) to provide a mixture of isomeric compounds 26C and 26D (5.38 g, 94.3% yield over steps A and B).; Step B – Synthesis of Compounds 3OC and 3OD; To a solution of compound 3OB (24.5 mmol) in CH3CN (65 mL) was added di- tertbutyl dicarbonate (5.89 g, 27.0 mmol), triethylamine (3.76 mL, 27.0 mmol) and 4- dimethylamino pyridine (300 mg, 2.45 mmol) and the resulting reaction was heated to 80 0C and allowed to stir at this temperature for 1.5 hours. The reaction mixture was cooled to room temperature, concentrated in vacuo, and the residue obtained was purified using flash column chromatography (silica gel, EtOAc/Hexanes 5-20%) to provide a mixture of isomeric compounds 3OC and 3OD (5.38 g, 94.3% yield over steps A and B).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 614-97-1, its application will become more common.
Reference:
Patent; SCHERING CORPORATION; WO2009/32124; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem