2-Pyridinamine, 5-[1-(3-azetidinyl)-1H-pyrazol-4-yl]-3-[1-(2,6-dichloro-3-fluorophenyl)eth oxy]-

Base Information

• Chemical Name: 2-Pyridinamine, 5-[1-(3-azetidinyl)-1H-pyrazol-4-yl]-3-[1-(2,6-dichloro-3-fluorophenyl)eth oxy]-
• CAS No.: 877399-38-7
• Molecular Formula: C19H18Cl2FN5O
• Molecular Weight: 422.289
• Mol file: 877399-38-7.mol

Synonyms:

Chemical Property of 2-Pyridinamine, 5-[1-(3-azetidinyl)-1H-pyrazol-4-yl]-3-[1-(2,6-dichloro-3-fluorophenyl)eth oxy]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Pyridinamine, 5-[1-(3-azetidinyl)-1H-pyrazol-4-yl]-3-[1-(2,6-dichloro-3-fluorophenyl)eth oxy]-

There total 6 articles about 2-Pyridinamine, 5-[1-(3-azetidinyl)-1H-pyrazol-4-yl]-3-[1-(2,6-dichloro-3-fluorophenyl)eth oxy]- 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%

tert-butyl 3-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate (877399-36-5) → 5-(1-(azetidin-3-yl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine (877399-38-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm2007613

Reference yield:

1-(2,6-dichloro-3-fluorophenyl)ethanol (756520-66-8) → 5-(1-(azetidin-3-yl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine (877399-38-7)

Guidance literature:

Multi-step reaction with 5 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 4 h / 0 - 20 °C / Inert atmosphere

2: iron; acetic acid / ethanol / 1 h / Inert atmosphere; Reflux

3: N-Bromosuccinimide / acetonitrile / 0.25 h / 0 °C / Inert atmosphere

4: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 85 °C / Inert atmosphere

5: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; iron; sodium carbonate; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water; toluene; acetonitrile; 1: Mitsunobu reaction / 4: Suzuki coupling;

DOI:10.1021/jm2007613

Reference yield:

tert-butyl 3-(4-bromo-1H-pyrazol-1-yl)azetidine-1-carboxylate (877399-34-3) → 5-(1-(azetidin-3-yl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine (877399-38-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; potassium acetate / dimethyl sulfoxide / 80 °C / Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 85 °C / Inert atmosphere

3: hydrogenchloride / 1,4-dioxane; dichloromethane; water / 2 h / 20 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex; potassium acetate; sodium carbonate; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; 2: Suzuki coupling;

DOI:10.1021/jm2007613

upstream raw materials:

tert-butyl 3-(4-(6-amino-5-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-3-yl)-1H-pyrazol-1-yl)azetidine-1-carboxylate

1-(2,6-dichloro-3-fluorophenyl)ethanol

tert-butyl 3-(4-bromo-1H-pyrazol-1-yl)azetidine-1-carboxylate

(±)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-2-nitropyridine