Synthetic Route of 288-36-8, A common heterocyclic compound, 288-36-8, name is 1H-1,2,3-Triazole, molecular formula is C2H3N3, 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.
Step 3: 4-(2H-1.2.3-Triazol-2-yl)thiophene-3-carboxylic acid (Intermediate F) To a mixture of the product from step 2 (7.9 g, 38 mmol), cesium carbonate (24.8 g,76 mmol) and Cul (2.88 g, 7.6 mmol) in DMF (200 mL) were added 2H-[l,2,3]triazole (5.24 g,76 mmol) and N,N’-dimethyl-cyclohexane-l,2-diamine (0.9 g, 6.5 mmol) and the mixture was heated to 110 C overnight. The cooled reaction mixture was adjusted to ~pH=12 with 1M sodium hydroxide aqueous solution and extracted with EtOAc (50 mL x 3). The aqueous layer was adjusted to ~pH=4 with 1M HC1 aqueous solution and extracted with EtOAc (50 mLx4). The extracts was dried over Na2SC>4, filtered. The filtrate was concentrated in vacuo and the residue was purified by chromatography on silica (petroleum ether : EtOAc =10: 1) to provide the title compound. LRMS m/z (M+H) 196.0 found, 196.0 required.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (116 pag.)WO2016/100161; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics