Electric Literature of 39021-62-0,Some common heterocyclic compound, 39021-62-0, name is 1-Methyl-1H-imidazole-5-carbaldehyde, molecular formula is C5H6N2O, 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.
Scheme 1; tert-Butyl (2-(7-(4-amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl)-1-methyl-1H-imidazol-5- yl)methyl(2-methoxyethyl)carbamate (46); Step 1. 5-alpha.3-Dioxan-2-yl)-1-methyl-1H-imidazole (38) [Shafiee A., Rastkary N., Jorjani M., Shafaghi B., Arch.Pharm.Pharm.Med.Chem. 2002, 2, 69-76]; To a solution of 1 -methyl- 1 H- imidazole-5-carbaldehyde (2.9 g, 26.3 mmol) in toluene (20 mL) was added propane- 1,3-diol (4.01 g, 52.7 mmol) and CSA (0.306g, 1.317 mmol) and the reaction mixture was heated to reflux with azeotropic removal of the evolved water for 24 hours. The reaction mixture was cooled to RT, diluted with DCM and washed with NaHCO3 solution.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-imidazole-5-carbaldehyde, its application will become more common.
Reference:
Patent; METHYLGENE INC.; WO2009/26717; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem