3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5-hydroxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)pyridin-2-amine

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Chemical Name:3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5-hydroxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)pyridin-2-amine
CAS No.:1613148-24-5
Molecular Formula:C₁₉H₁₇Cl₂FN₄O₂
Molecular Weight:423.274
Hs Code.:

Synonyms:3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5-hydroxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)pyridin-2-amine

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Chemical Property of 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5-hydroxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)pyridin-2-amine

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Technology Process of 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5-hydroxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)pyridin-2-amine

There total 11 articles about 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5-hydroxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)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: 38.7%

: 1613148-30-3
N,N-bis(tert-butoxycarbonyl)-5-(5-((tert-butyldimethylsilyl)oxy)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)-3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

: 1613148-24-5
3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5-hydroxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)pyridin-2-amine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 48h;

Reference yield:

: 877397-70-1
(R)-3-(1-(2,6-dichloro-3-fluorophenyl)ethyoxyl)-2-nitropyridine

: 1613148-24-5
3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5-hydroxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)pyridin-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1: hydrogenchloride; iron / ethanol / 2.58 h / 90 °C

2: N-Bromosuccinimide / acetonitrile / 1.33 h / 0 °C

3: triethylamine; dmap / tetrahydrofuran / 70 °C

4: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 5 h / 80 °C / Inert atmosphere

5: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 12 h / 90 °C / Inert atmosphere

6: trifluoroacetic acid / dichloromethane / 48 h / 20 °C

With hydrogenchloride; dmap; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; iron; caesium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile;

Reference yield:

: 330156-50-8
(R)-1-(2,6-dichloro-3-fluorophenyl)ethan-1-ol

: 1613148-24-5
3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5-hydroxy-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-2-yl)pyridin-2-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 2.5 h / 0 - 20 °C

1.2: 2.33 h / 0 - 20 °C

2.1: hydrogenchloride; iron / ethanol / 2.58 h / 90 °C

3.1: N-Bromosuccinimide / acetonitrile / 1.33 h / 0 °C

4.1: triethylamine; dmap / tetrahydrofuran / 70 °C

5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 5 h / 80 °C / Inert atmosphere

6.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 12 h / 90 °C / Inert atmosphere

7.1: trifluoroacetic acid / dichloromethane / 48 h / 20 °C

With hydrogenchloride; dmap; N-Bromosuccinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; iron; sodium hydride; caesium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide; acetonitrile; mineral oil;