4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Base Information

Chemical Name:4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid
CAS No.:1562995-87-2
Molecular Formula:C₂₁H₁₃ClFN₃O₄
Molecular Weight:425.803
Hs Code.:

Synonyms:4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

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Chemical Property of 4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

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Technology Process of 4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

There total 8 articles about 4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid 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: 80.0%

: 1562995-86-1
methyl 4-(1-(4-bromo-2-chloro-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate

: 1562995-87-2
4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₃₁H₅₀OP₂; water; potassium hydroxide; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

Reference yield:

: 633328-40-2
3-iodo-1H-pyrazolo[4,3-b]pyridine

: 1562995-87-2
4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / tetrahydrofuran / 6 h / Reflux

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / toluene; ethanol / 6 h / 120 °C / Inert atmosphere

3: hydrogenchloride / methanol / 14 h / Reflux

4: dmap; triethylamine / dichloromethane / 2 h / 20 °C

5: water; potassium hydroxide; C₃₁H₅₀OP₂; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

With hydrogenchloride; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; C₃₁H₅₀OP₂; water; sodium carbonate; toluene-4-sulfonic acid; triethylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; toluene; 2: |Suzuki Coupling;

Reference yield:

: 877149-07-0
4-bromo-2-chloro-6-methylbenzoic acid

: 1562995-87-2
4-(1-(2-chloro-4-hydroxy-6-methylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl dichloride / N,N-dimethyl-formamide / 1 h / 20 °C

2: dmap; triethylamine / dichloromethane / 2 h / 20 °C

3: water; potassium hydroxide; C₃₁H₅₀OP₂; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; oxalyl dichloride; C₃₁H₅₀OP₂; water; triethylamine; potassium hydroxide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;