(E)-1-methyl-3-(2,2-dimethyl-propionamido)-5-styryl-1H-pyrazolo[3,4-b]pyridine

Base Information

Chemical Name:(E)-1-methyl-3-(2,2-dimethyl-propionamido)-5-styryl-1H-pyrazolo[3,4-b]pyridine
CAS No.:766515-39-3
Molecular Formula:C₂₀H₂₂N₄O
Molecular Weight:334.421
Hs Code.:

Synonyms:(E)-1-methyl-3-(2,2-dimethyl-propionamido)-5-styryl-1H-pyrazolo[3,4-b]pyridine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-1-methyl-3-(2,2-dimethyl-propionamido)-5-styryl-1H-pyrazolo[3,4-b]pyridine

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Technology Process of (E)-1-methyl-3-(2,2-dimethyl-propionamido)-5-styryl-1H-pyrazolo[3,4-b]pyridine

There total 6 articles about (E)-1-methyl-3-(2,2-dimethyl-propionamido)-5-styryl-1H-pyrazolo[3,4-b]pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

: 100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6
styrene

: 766515-36-0
1-methyl-5-iodo-3-pivaloylaminopyrazolo[3,4-b]pyridine

: 766515-39-3
(E)-1-methyl-3-(2,2-dimethyl-propionamido)-5-styryl-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; tetra-(n-butyl)ammonium iodide; In water; triethylamine; N,N-dimethyl-formamide; at 50 ℃; for 2h;
DOI:10.1016/j.tetlet.2004.07.022

Reference yield:

: 20577-27-9,95907-03-2
2-hydroxy-3-cyanopyridine

: 766515-39-3
(E)-1-methyl-3-(2,2-dimethyl-propionamido)-5-styryl-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1: 50 percent / iodine; potassium carbonate / dimethylformamide / 60 °C

2: 80 percent / phosphorus oxychloride / Heating

3: 90 percent / cesium carbonate / dimethylformamide / 60 °C

4: 86 percent / Et₃N / dioxane

5: 65 percent / PdCl₂(dppf)2; n-Bu₄NI / dimethylformamide; triethylamine; H₂O / 2 h / 50 °C

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; iodine; tetra-(n-butyl)ammonium iodide; potassium carbonate; caesium carbonate; triethylamine; trichlorophosphate; In 1,4-dioxane; water; triethylamine; N,N-dimethyl-formamide; 5: Heck coupling;
DOI:10.1016/j.tetlet.2004.07.022

Reference yield:

: 6602-54-6
2-chloro-3-pyridinecarbonitrile

: 766515-39-3
(E)-1-methyl-3-(2,2-dimethyl-propionamido)-5-styryl-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / acetic acid / Heating

2: 50 percent / iodine; potassium carbonate / dimethylformamide / 60 °C

3: 80 percent / phosphorus oxychloride / Heating

4: 90 percent / cesium carbonate / dimethylformamide / 60 °C

5: 86 percent / Et₃N / dioxane

6: 65 percent / PdCl₂(dppf)2; n-Bu₄NI / dimethylformamide; triethylamine; H₂O / 2 h / 50 °C

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; iodine; tetra-(n-butyl)ammonium iodide; potassium carbonate; caesium carbonate; acetic acid; triethylamine; trichlorophosphate; In 1,4-dioxane; water; triethylamine; N,N-dimethyl-formamide; 6: Heck coupling;
DOI:10.1016/j.tetlet.2004.07.022