2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide

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Chemical Name:2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide
CAS No.:1394930-19-8
Molecular Formula:C₂₂H₂₃Cl₂FN₆O
Molecular Weight:477.369
Hs Code.:

Synonyms:2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide

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Chemical Property of 2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide

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Technology Process of 2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide

There total 13 articles about 2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridine-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: 93.0%

: 1394930-35-8
tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate

: 1394930-19-8
2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide

Guidance literature:: tert-butyl 4-[4-(6-amino-5-{[1-(2,6-dichloro-3-fluorophenyl)ethyl]carbamoyl}pyridin-3-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

With sodium carbonate; In dichloromethane;
DOI:10.1016/j.bmc.2012.07.007

Reference yield:

: 877399-50-3
4-(4-bromo-1H-pyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester

: 1394930-19-8
2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / N,N-dimethyl-formamide / 10 h / 80 °C / Inert atmosphere

2: potassium fluoride dihydrate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; 1,2-dimethoxyethane / 0.83 h / 110 °C / Microwave irradiation

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium fluoride dihydrate; potassium acetate; trifluoroacetic acid; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 1: |Miyaura Borylation Reaction / 2: |Suzuki Coupling;
DOI:10.1016/j.bmc.2013.07.032

Reference yield:

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

: 1394930-19-8
2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-[1-(piperidin-4-yl)-1H-pyrazol-4-yl]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine; dmap / dichloromethane / 1 h / 0 °C

2: sodium azide / N,N-dimethyl-formamide / 1 h / 50 °C

3: zinc; ammonium chloride / water; ethanol / 1 h / 80 °C

4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 0 - 20 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate / water; ethanol; 1,2-dimethoxyethane / 0.83 h / 110 °C / Microwave irradiation

6: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; potassium fluoride dihydrate; ammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; zinc; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 5: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.07.007