methyl 3-chloro-5-cyclopropyl-7-(3-fluorophenyl)pyrazolo[1,5-a]pyridine-2-carboxylate

Base Information

Chemical Name:methyl 3-chloro-5-cyclopropyl-7-(3-fluorophenyl)pyrazolo[1,5-a]pyridine-2-carboxylate
CAS No.:1297139-53-7
Molecular Formula:C₁₈H₁₄ClFN₂O₂
Molecular Weight:344.773
Hs Code.:

Synonyms:methyl 3-chloro-5-cyclopropyl-7-(3-fluorophenyl)pyrazolo[1,5-a]pyridine-2-carboxylate

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Chemical Property of methyl 3-chloro-5-cyclopropyl-7-(3-fluorophenyl)pyrazolo[1,5-a]pyridine-2-carboxylate

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Technology Process of methyl 3-chloro-5-cyclopropyl-7-(3-fluorophenyl)pyrazolo[1,5-a]pyridine-2-carboxylate

There total 6 articles about methyl 3-chloro-5-cyclopropyl-7-(3-fluorophenyl)pyrazolo[1,5-a]pyridine-2-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: 85.0%

: 1297139-54-8
methyl 7-bromo-3-chloro-5-cyclopropylpyrazolo[1,5-a]pyridine-2-carboxylate

: 768-35-4
3-fluorophenylboronic acid

: 1297139-53-7
methyl 3-chloro-5-cyclopropyl-7-(3-fluorophenyl)pyrazolo[1,5-a]pyridine-2-carboxylate

Guidance literature:: With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 90 ℃; Inert atmosphere;

Reference yield:

: 1297138-51-2
dimethyl 5-cyclopropylpyrazolo[1,5-a]pyridine-2,3-dicarboxylate

: 1297139-53-7
methyl 3-chloro-5-cyclopropyl-7-(3-fluorophenyl)pyrazolo[1,5-a]pyridine-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: water; sulfuric acid / 1,4-dioxane / 5 h / 85 °C

2: sulfuric acid / 3 h / 80 °C

3: N-chloro-succinimide / 1,2-dichloro-ethane / 2 h / 60 °C

4: 4,4'-di-tert-butyl-2,2'-bipyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / hexane / 3 h / 85 °C / sealed tube; Inert atmosphere

5: copper(ll) bromide / water; tetrahydrofuran; methanol / 40 °C

6: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 90 °C / Inert atmosphere

With potassium phosphate; N-chloro-succinimide; sulfuric acid; water; copper(ll) bromide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; sulfuric acid; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; water; 1,2-dichloro-ethane;

Reference yield:

: 5-cyclopropylpyrazolo[1,5-a]pyridine-2-carboxylic acid

: 1297139-53-7
methyl 3-chloro-5-cyclopropyl-7-(3-fluorophenyl)pyrazolo[1,5-a]pyridine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sulfuric acid / 3 h / 80 °C

2: N-chloro-succinimide / 1,2-dichloro-ethane / 2 h / 60 °C

3: 4,4'-di-tert-butyl-2,2'-bipyridine; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / hexane / 3 h / 85 °C / sealed tube; Inert atmosphere

4: copper(ll) bromide / water; tetrahydrofuran; methanol / 40 °C

5: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 90 °C / Inert atmosphere

With potassium phosphate; N-chloro-succinimide; copper(ll) bromide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; sulfuric acid; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; water; 1,2-dichloro-ethane;