5-(1-(azetidin-3-ylmethyl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

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Chemical Name:5-(1-(azetidin-3-ylmethyl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine
CAS No.:877399-33-2
Molecular Formula:C₂₀H₂₀Cl₂FN₅O
Molecular Weight:436.316
Hs Code.:

Synonyms:5-(1-(azetidin-3-ylmethyl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

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Chemical Property of 5-(1-(azetidin-3-ylmethyl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

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Technology Process of 5-(1-(azetidin-3-ylmethyl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

There total 6 articles about 5-(1-(azetidin-3-ylmethyl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine 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: 78.0%

: C₂₅H₂₈Cl₂FN₅O₃

: 877399-33-2
5-(1-(azetidin-3-ylmethyl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

Guidance literature:: With DOWEX 50WX₂-400; In methanol; at 20 ℃; for 2h; DOWEX 50WX2-400 ion-exchange resin

Reference yield:

: 877399-37-6
tert-butyl 3-((4-bromo-1H-pyrazol-1-yl)methyl)azetidine-1-carboxylate

: 877399-33-2
5-(1-(azetidin-3-ylmethyl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

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

Reference yield:

: 756520-66-8
1-(2,6-dichloro-3-fluorophenyl)ethanol

: 877399-33-2
5-(1-(azetidin-3-ylmethyl)-1H-pyrazol-4-yl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

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