Application of 175277-11-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 175277-11-9, name is 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid, This compound has unique chemical properties. The synthetic route is as follows.
7) 3-(tert-butyl)-N-(2-fluoro-3-(trifluoromethoxy)benzyl)-1-methyl-1H-pyrazole-5-carboxamide To a solution of aldehyde (200 mg, 0.96 mmol, 1.0 eq) in toluene (20 mL) was added 2,4-dimethoxybenzyl amine (177 mg, 1.06 mmol, 1.1 eq) and the reaction mixture was stirred at room temperature for 24 h. Toluene was removed to give a residue, which was taken in MeOH (30 mL) and then NaBH4 (73 mg, 1.92 mmol, 2.0 eq) was added slowly. The reaction mixture was stirred at room temperature for 6 h. Solvent was removed and the residue was extracted in Ethyl acetate and stirred with saturated aq NaHCO3 for 1 h. The organic layer was collected, dried and solvent was removed to give the crude amine, which was used in the next step without further purification. To a solution of the crude amine (0.96 mmol, 1.0 eq) in DMF (10 mL) was added the acid (175 mg, 0.96 mmol, 1.0 eq), DIEA (620 mg, 4.8 mmol, 5 eq) and HBTU (440 mg, 1.152 mmol, 1.2 eq) and the reaction mixture was stirred at rt for 12 h. The reaction mixture was then diluted with ethyl acetate (200 mL) and washed with 10% aqHCl (1*50 mL), sat NaHCO3 (1*50 mL) and water (4*50 mL). Organic layer was collected, dried (MgSO4) and evaporated to give a crude product, which was purified by column chromatography (EtOAc/Hexane 25% to 75%)) to give the amide, which was directly used in the next step. The amide was treated with 95% TFA:H2O for 12 h. TFA was removed and azeotroped with toluene to give a residue, which was purified by column chromatography (EtOAc/Hexane 10% to 50%) to give the desired product in 28% (183 mg, >95% purity). Mass Spectrum (LCMS, ESI Pos.) Calcd. For C17H20F4N3O2: 374.0 (M+H), Found 374.0.
The chemical industry reduces the impact on the environment during synthesis 3-tert-Butyl-1-methylpyrazole-5-carboxylic Acid. I believe this compound will play a more active role in future production and life.