methyl 3-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-5-yl)-4-methylbenzoate

Base Information

Chemical Name:methyl 3-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-5-yl)-4-methylbenzoate
CAS No.:1383854-47-4
Molecular Formula:C₂₃H₂₀N₂O₃
Molecular Weight:372.423
Hs Code.:

Synonyms:methyl 3-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-5-yl)-4-methylbenzoate

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Chemical Property of methyl 3-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-5-yl)-4-methylbenzoate

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Technology Process of methyl 3-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-5-yl)-4-methylbenzoate

There total 6 articles about methyl 3-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-5-yl)-4-methylbenzoate 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: 58.0%

: 1383854-46-3
2-(4-methoxyphenyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyridine

: 90347-66-3
methyl 3-iodo-4-methylbenzoate

: 1383854-47-4
methyl 3-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-5-yl)-4-methylbenzoate

Guidance literature:: With cesium fluoride; dichlorobis(chlorodi-tert-butylphosphine) palladium(II); In N,N-dimethyl-formamide; at 90 ℃; for 18h;

Reference yield:

: 22282-99-1
4-bromo-2-methylpyridine

: 1383854-47-4
methyl 3-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-5-yl)-4-methylbenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 18 h / 20 °C

2.1: hydroxylamine hydrochloride; sodium hydroxide / methanol; water / 2 h / Reflux

3.1: trifluoroacetic anhydride / 1,2-dimethoxyethane / 0.67 h / 20 °C / Inert atmosphere

3.2: 6.5 h / 0 °C / Inert atmosphere

3.3: 16 h / 70 °C / Inert atmosphere

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 18 h / 100 °C / Inert atmosphere; sealed tube

5.1: cesium fluoride / dichlorobis(chlorodi-tert-butylphosphine) palladium(II) / N,N-dimethyl-formamide / 18 h / 90 °C

With hydroxylamine hydrochloride; potassium acetate; cesium fluoride; trifluoroacetic anhydride; sodium hydroxide; lithium hexamethyldisilazane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; dichlorobis(chlorodi-tert-butylphosphine) palladium(II); In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;

Reference yield:

: 121-98-2
methyl 4-methoxybenzoate

: 1383854-47-4
methyl 3-(2-(4-methoxyphenyl)pyrazolo[1,5-a]pyridin-5-yl)-4-methylbenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 18 h / 20 °C

2.1: hydroxylamine hydrochloride; sodium hydroxide / methanol; water / 2 h / Reflux

3.1: trifluoroacetic anhydride / 1,2-dimethoxyethane / 0.67 h / 20 °C / Inert atmosphere

3.2: 6.5 h / 0 °C / Inert atmosphere

3.3: 16 h / 70 °C / Inert atmosphere

4.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 18 h / 100 °C / Inert atmosphere; sealed tube

5.1: cesium fluoride / dichlorobis(chlorodi-tert-butylphosphine) palladium(II) / N,N-dimethyl-formamide / 18 h / 90 °C

With hydroxylamine hydrochloride; potassium acetate; cesium fluoride; trifluoroacetic anhydride; sodium hydroxide; lithium hexamethyldisilazane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; dichlorobis(chlorodi-tert-butylphosphine) palladium(II); In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;