N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide

Base Information

Chemical Name:N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide
CAS No.:1195779-05-5
Molecular Formula:C₃₀H₂₄FN₅O₄
Molecular Weight:537.55
Hs Code.:

Synonyms:N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide

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Chemical Property of N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide

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Technology Process of N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide

There total 18 articles about N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide 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: 66.0%

: 694475-70-2
6-methyl-2-oxo-1-phenyl-1,2-dihydro-3-pyridinecarboxylic acid

: 1195781-23-7
N-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide

: 1195779-05-5
N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl acetamide; at 20 ℃; for 16h;
DOI:10.1016/j.bmc.2013.10.028

Reference yield:

: 1195782-12-7
2-chloro-5-[(4-methoxybenzyl)oxy]pyridine

: 1195779-05-5
N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; CyJohnPhos; lithium hexamethyldisilazane / tetrahydrofuran / 4 h / 80 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: pyridine / 4 h / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

4.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / 0 °C

4.2: pH 12 - 13

5.1: N,N-dimethyl acetamide / 3 h / 0 °C

6.1: methoxybenzene; trifluoroacetic acid / 3 h / 20 °C

7.1: caesium carbonate / dimethyl sulfoxide / 5 h / 20 °C / Inert atmosphere

8.1: iron(III) chloride hexahydrate; hydrazine hydrate; pyrographite / tetrahydrofuran; methanol / 16 h / Reflux

9.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl acetamide / 16 h / 20 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iron(III) chloride hexahydrate; pyrographite; benzotriazol-1-ol; caesium carbonate; hydrazine hydrate; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trifluoroacetic anhydride; lithium hexamethyldisilazane; CyJohnPhos; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.10.028

Reference yield:

: 41288-96-4
6-chloropyridine-3-ol

: 1195779-05-5
N-[4-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-a]pyridin-6-yl}oxy)-3-fluorophenyl]-6-methyl-2-oxo-1-phenyl-1,2-dihydropyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; CyJohnPhos; lithium hexamethyldisilazane / tetrahydrofuran / 4 h / 80 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: pyridine / 4 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

5.1: trifluoroacetic anhydride / tetrahydrofuran / 1 h / 0 °C

5.2: pH 12 - 13

6.1: N,N-dimethyl acetamide / 3 h / 0 °C

7.1: methoxybenzene; trifluoroacetic acid / 3 h / 20 °C

8.1: caesium carbonate / dimethyl sulfoxide / 5 h / 20 °C / Inert atmosphere

9.1: iron(III) chloride hexahydrate; hydrazine hydrate; pyrographite / tetrahydrofuran; methanol / 16 h / Reflux

10.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl acetamide / 16 h / 20 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; iron(III) chloride hexahydrate; potassium carbonate; pyrographite; benzotriazol-1-ol; caesium carbonate; hydrazine hydrate; methoxybenzene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trifluoroacetic anhydride; lithium hexamethyldisilazane; CyJohnPhos; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; dimethyl sulfoxide; N,N-dimethyl-formamide; 2.1: |Buchwald-Hartwig Coupling;
DOI:10.1016/j.bmc.2013.10.028