Application of 28466-62-8, These common heterocyclic compound, 28466-62-8, name is 1-Benzyl-1H-pyrazol-4-amine, 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.
Intermediate (1 c), 2-[5-carboxy-2-oxo-1 -(2-trimethylsilanyl-ethoxymethyl)-1 ,2-dihydro- pyridin-3-yl]-indole-1-carboxylic acid tert-butyl ester (300mg, 0.62mmol), N-(3- dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (357mg, 1.86mmol), 1- hydroxybenzotriazole hydrate (251 mg, 1.86mmol), N,N-diisopropylethylamine (320mg, 0.431 mL, 2.48mmol), 1-benzyl-1H-pyrazol-4-ylamine (322mg, 1.86mmol) and tetrahydrofuran (12mL) were combined in a 2OmL microwave vial. The contents of the vial were heated at 9O0C for 30 minutes under microwave irradiation. The reaction mixture was concentrated in vacuo. The residue was partitioned between water and dichloromethane, and the organic layer was separated. The aqueous was extracted with a further portion of dichloromethane and the combined dichloromethane layers were dried (Na2SO4) and concentrated in vacuo. The resultant crude product was purified by flash chromatography on SiO2 eluting with 20% ethyl acetate / hexane and then 2% methanol / dichloromethane to afford the desired title compound as a solid, 315mg, 80%.
The synthetic route of 28466-62-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; VERNALIS (R & D) LTD; WO2009/93012; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics