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

Base Information

Chemical Name:2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-pyrazol-4-yl)pyridine-3-carboxamide
CAS No.:1394930-17-6
Molecular Formula:C₁₈H₁₆Cl₂FN₅O
Molecular Weight:408.262
Hs Code.:

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

There total 8 articles about 2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-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: 39.0%

: 1394930-32-5
2-amino-5-bromo-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]pyridine-3-carboxamide

: 761446-44-0
1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

: 1394930-17-6
2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-pyrazol-4-yl)pyridine-3-carboxamide

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; In 1,2-dimethoxyethane; ethanol; water; at 110 ℃; for 0.833333h; Microwave irradiation;
DOI:10.1016/j.bmc.2013.07.032

Reference yield:

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

: 1394930-17-6
2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-pyrazol-4-yl)pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 1394930-80-3
2-(1-azidoethyl)-1,3-dichloro-4-fluorobenzene

: 1394930-17-6
2-amino-N-[1-(2,6-dichloro-3-fluorophenyl)ethyl]-5-(1-methyl-1H-pyrazol-4-yl)pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; zinc; In 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; 3: |Suzuki Coupling;
DOI:10.1016/j.bmc.2012.07.007