N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide

Base Information

Chemical Name:N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide
CAS No.:1345855-20-0
Molecular Formula:C₃₈H₃₇F₃N₆O₇
Molecular Weight:746.743
Hs Code.:

N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide

Synonyms:N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide

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Chemical Property of N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide

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Technology Process of N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide

There total 14 articles about N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-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: 73.6%

: 1052114-86-9
5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxylic acid

: 1345855-02-8
4-(4-amino-2,5-difluorophenoxy)-3-(1-methyl-1H-pyrazol-4-yl)-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine

: 1345855-20-0
N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide

Guidance literature:: 5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxylic acid; 4-(4-amino-2,5-difluorophenoxy)-3-(1-methyl-1H-pyrazol-4-yl)-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

With sodium hydrogencarbonate; In water; N,N-dimethyl-formamide;

Reference yield:

: 2713-31-7
2,5-difluorophenol

: 1345855-20-0
N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1-methyl-pyrrolidin-2-one / 6 h / 170 °C / Microwave irradiation

2.1: nitric acid; sulfuric acid / 0.33 h / -10 - 0 °C

2.2: Cooling with ice

2.3: 0.5 h

3.1: triethylamine / tetrahydrofuran / 3 h / 20 °C

4.1: hydrogen / 10 wt% Pd(OH)2 on carbon / ethyl acetate; water / 16 h / 2585.81 Torr

5.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 3 h / 100 °C

6.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 48 h / 20 °C

With sulfuric acid; hydrogen; nitric acid; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 10 wt% Pd(OH)2 on carbon; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 130721-78-7
tert-butyl (4-chloropyridin-2-yl) carbamate

: 1345855-20-0
N-(4-(2-[bis[(1,1-dimethylethoxy)carbonyl]amino]-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-5-(4-fluorophenyl)-1-methyl-4-oxo-1,4-dihydropyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran; hexanes / 1.33 h / -78 °C

1.2: 1.5 h / -78 - 20 °C

2.1: water; hydrogen bromide / 3 h / 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1-methyl-pyrrolidin-2-one / 6 h / 170 °C / Microwave irradiation

4.1: nitric acid; sulfuric acid / 0.33 h / -10 - 0 °C

4.2: Cooling with ice

4.3: 0.5 h

5.1: triethylamine / tetrahydrofuran / 3 h / 20 °C

6.1: hydrogen / 10 wt% Pd(OH)2 on carbon / ethyl acetate; water / 16 h / 2585.81 Torr

7.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 3 h / 100 °C

8.1: triethylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 48 h / 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; water; hydrogen bromide; hydrogen; nitric acid; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 10 wt% Pd(OH)2 on carbon; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; hexanes; water; ethyl acetate; N,N-dimethyl-formamide;