ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

Base Information

Chemical Name:ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate
CAS No.:1446114-13-1
Molecular Formula:C₂₃H₂₂N₄O₃
Molecular Weight:402.453
Hs Code.:

Synonyms:ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

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Chemical Property of ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

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Technology Process of ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

There total 7 articles about ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate 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: 90.0%

: 1426934-81-7
ethyl 1-(4-methoxybenzyl)-6-(trifluoromethylsulfonyloxy)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

: 62-53-3
aniline

: 1446114-13-1
ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

Guidance literature:: With palladium diacetate; caesium carbonate; 1,1'-bi-2-naphthol; In 1,4-dioxane; at 100 ℃; for 22h;
DOI:10.1021/jm301709s

Reference yield:

: 7554-12-3
diethylmalate

: 1446114-13-1
ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: benzene / 20 h / 65 °C

2: acetic acid / 3 h / Reflux

3: 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 4 h / -78 - 0 °C

4: caesium carbonate; palladium diacetate; 1,1'-bi-2-naphthol / 1,4-dioxane / 22 h / 100 °C

With 2,6-di-tert-butyl-4-methylpyridine; palladium diacetate; caesium carbonate; acetic acid; 1,1'-bi-2-naphthol; In 1,4-dioxane; dichloromethane; benzene;
DOI:10.1021/jm301709s

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 1446114-13-1
ethyl 1-(4-methoxybenzyl)-6-(phenylamino)-1H-pyrazolo[3,4-b]pyridine-4-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrazine hydrate / ethanol / 24 h / 0 - 20 °C

1.2: 2 h / 0 - 20 °C

2.1: sodium butanolate / butan-1-ol / 3 h / 120 °C

3.1: benzene / 20 h / 65 °C

4.1: acetic acid / 3 h / Reflux

5.1: 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 4 h / -78 - 0 °C

6.1: caesium carbonate; palladium diacetate; 1,1'-bi-2-naphthol / 1,4-dioxane / 22 h / 100 °C

With 2,6-di-tert-butyl-4-methylpyridine; palladium diacetate; caesium carbonate; hydrazine hydrate; acetic acid; sodium butanolate; 1,1'-bi-2-naphthol; In 1,4-dioxane; ethanol; dichloromethane; butan-1-ol; benzene;
DOI:10.1021/jm301709s