4-fluoro-3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamido)benzoic acid

Base Information

Chemical Name:4-fluoro-3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamido)benzoic acid
CAS No.:1426531-24-9
Molecular Formula:C₁₉H₁₄FN₅O₃
Molecular Weight:379.35
Hs Code.:

Synonyms:4-fluoro-3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamido)benzoic acid

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Chemical Property of 4-fluoro-3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamido)benzoic acid

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Technology Process of 4-fluoro-3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamido)benzoic acid

There total 5 articles about 4-fluoro-3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamido)benzoic 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: 95.0%

: 1426530-70-2
3-[(7-bromo-imidazo[1,2-a]pyridine-3-carbonyl)-amino]-4-fluoro-benzoic acid methyl ester

: 847818-55-7
(1-methyl-1H-pyrazol-4-yl)boronic acid

: 1426531-24-9
4-fluoro-3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamido)benzoic acid

Guidance literature:: 3-[(7-bromo-imidazo[1,2-a]pyridine-3-carbonyl)-amino]-4-fluoro-benzoic acid methyl ester; (1-methyl-1H-pyrazol-4-yl)boronic acid; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; caesium carbonate; In 1,2-dimethoxyethane; at 100 ℃; for 4h;

With sodium carbonate; In 1,2-dimethoxyethane; at 100 ℃;
DOI:10.1021/acs.jmedchem.6b00703

Reference yield:

: 1019021-93-2
7-bromoimidazol[1,2-a]pyridine-3-carboxylic acid

: 1426531-24-9
4-fluoro-3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamido)benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: thionyl chloride / 1.5 h / Reflux

2.1: pyridine / toluene / 20 °C

3.1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water / 1,2-dimethoxyethane / 4 h / 100 °C

3.2: 100 °C

With pyridine; thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; caesium carbonate; In 1,2-dimethoxyethane; toluene; 3.1: |Suzuki Coupling;
DOI:10.1021/acs.jmedchem.6b00703

Reference yield:

: 1134327-98-2
7-bromoimidazo[1,2-a]pyridin-3-carboxylate ethyl ester

: 1426531-24-9
4-fluoro-3-(7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamido)benzoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; sodium hydroxide / methanol; water / 0.67 h / 60 °C

2.1: thionyl chloride / N,N-dimethyl acetamide / 0.5 h / 10 °C

2.2: 0.08 h / 30 °C

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 4 h / 100 °C

3.2: 100 °C

With thionyl chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; caesium carbonate; sodium hydroxide; In methanol; 1,2-dimethoxyethane; N,N-dimethyl acetamide; water;