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

Base Information

Chemical Name:4-(1-(2-chloro-6-methyl-4-morpholinobenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid
CAS No.:1562995-41-8
Molecular Formula:C₂₅H₂₀ClFN₄O₄
Molecular Weight:494.91
Hs Code.:

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

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

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

There total 9 articles about 4-(1-(2-chloro-6-methyl-4-morpholinobenzoyl)-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: 67.0%

: 1562995-88-3
methyl 4-(1-(2-chloro-6-methyl-4-morpholinobenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate

: 1562995-41-8
4-(1-(2-chloro-6-methyl-4-morpholinobenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 4h;

Reference yield:

: 68837-59-2
4-bromo-2-methylbenzoic acid

: 1562995-41-8
4-(1-(2-chloro-6-methyl-4-morpholinobenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: N-chloro-succinimide; palladium diacetate / N,N-dimethyl-formamide / 12 h / 100 °C / Inert atmosphere

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

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

4: sodium t-butanolate; DavePhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 2 h / 100 °C / Inert atmosphere

5: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-chloro-succinimide; oxalyl dichloride; water; palladium diacetate; triethylamine; lithium hydroxide; sodium t-butanolate; DavePhos; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

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

: 1562995-41-8
4-(1-(2-chloro-6-methyl-4-morpholinobenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid

Guidance literature:: Multi-step reaction with 6 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: sodium t-butanolate; DavePhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 2 h / 100 °C / Inert atmosphere

6: water; lithium hydroxide / tetrahydrofuran / 4 h / 20 °C

With hydrogenchloride; dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; sodium carbonate; toluene-4-sulfonic acid; triethylamine; lithium hydroxide; sodium t-butanolate; DavePhos; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene; 2: |Suzuki Coupling;