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

Base Information

• Chemical Name: 4-(4-amino-2,5-difluorophenoxy)-3-(1-methyl-1H-pyrazol-4-yl)-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine
• CAS No.: 1345855-02-8
• Molecular Formula: C₂₅H₂₉F₂N₅O₅
• Molecular Weight: 517.533

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

Chemical Property of 4-(4-amino-2,5-difluorophenoxy)-3-(1-methyl-1H-pyrazol-4-yl)-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-amino-2,5-difluorophenoxy)-3-(1-methyl-1H-pyrazol-4-yl)-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine

There total 9 articles about 4-(4-amino-2,5-difluorophenoxy)-3-(1-methyl-1H-pyrazol-4-yl)-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine 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: 81.0%

4-(2,5-difluoro-4-aminophenoxy)-3-iodo-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine (1345855-01-7) + 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (761446-44-0) → 4-(4-amino-2,5-difluorophenoxy)-3-(1-methyl-1H-pyrazol-4-yl)-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine (1345855-02-8)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 100 ℃; for 3h;

Reference yield:

2,5-difluorophenol (2713-31-7) → 4-(4-amino-2,5-difluorophenoxy)-3-(1-methyl-1H-pyrazol-4-yl)-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine (1345855-02-8)

Guidance literature:

Multi-step reaction with 5 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

With sulfuric acid; hydrogen; nitric acid; potassium carbonate; 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;

Reference yield:

2-Amino-4-chloropyridine (19798-80-2) → 4-(4-amino-2,5-difluorophenoxy)-3-(1-methyl-1H-pyrazol-4-yl)-2-[bis[(1,1-dimethylethoxy)carbonyl]amino]pyridine (1345855-02-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / -5 °C / Inert atmosphere

1.2: 1 h

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

2.2: 1.5 h / -78 - 20 °C

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

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 1-methyl-pyrrolidin-2-one / 6 h / 170 °C / Microwave irradiation

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

5.2: Cooling with ice

5.3: 0.5 h

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

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

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

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sulfuric acid; water; hydrogen bromide; hydrogen; nitric acid; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; 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;

upstream raw materials:

2,5-difluorophenol

2-Amino-4-chloropyridine

4-chloro-3-iodopyridin-2-ylamine

tert-butyl (4-chloropyridin-2-yl) carbamate

Downstream raw materials:

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

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

N-(4-(2-amino-3-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)-2,5-difluorophenyl)-4-ethoxy-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

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