Category: 28466-62-8

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

Synthetic Route of 28466-62-8,Some common heterocyclic compound, 28466-62-8, name is 1-Benzyl-1H-pyrazol-4-amine, molecular formula is C10H11N3, 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.

1 -(2-trimethylsilanyl-ethoxymethyl)-1 ,2-dihydro-pyridin-3-yl]-indole-1 -carboxylic acid tert-butyl ester, (1g, 1.46mmol), benzyl-1 H-pyrazole-4-yl amine (0.75g, 4.39mmol), 1- hydroxybenzotriazole hydrate (0.59 g, 4.39 mmol) and tetrahydrofuran (15ml_) were placed in a microwave vial. To this solution was added N,N-diisopropylethylamine (0.58g, 0.78mL, 4.49mmol) and N-p-dimethylaminopropyO-N’-ethylcarbodiimide hydrochloride (0.84g, 4.39mmol), the vial capped and heated in the microwave at 90 0C for 30 minutes. After cooling, the mixture was concentrated in vacuo and the residue partitioned between water and dichloromethane. The organic layer was separated and the aqueous was extracted with a further portion of dichloromethane. The combined dichloromethane layers were dried (Na2SO4) and concentrated in vacuo. The resultant crude product was purified by flash chromatography on SiO2 eluting with dichloromethane – 15% methanol / dichloromethane (gradient) to afford the desired title compound as a yellow foam, 1.Og, 82%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Benzyl-1H-pyrazol-4-amine, its application will become more common.

Reference:
Patent; VERNALIS (R & D) LTD; WO2009/93012; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics