N-{5-[4-ethyl-6-(3-fluoro-4-methoxy-phenyl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-yl}-methanesulfonamide

Base Information

Chemical Name:N-{5-[4-ethyl-6-(3-fluoro-4-methoxy-phenyl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-yl}-methanesulfonamide
CAS No.:1392099-62-5
Molecular Formula:C₂₂H₂₁FN₄O₃S
Molecular Weight:440.498
Hs Code.:

Synonyms:N-{5-[4-ethyl-6-(3-fluoro-4-methoxy-phenyl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-yl}-methanesulfonamide

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Chemical Property of N-{5-[4-ethyl-6-(3-fluoro-4-methoxy-phenyl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-yl}-methanesulfonamide

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Technology Process of N-{5-[4-ethyl-6-(3-fluoro-4-methoxy-phenyl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-yl}-methanesulfonamide

There total 12 articles about N-{5-[4-ethyl-6-(3-fluoro-4-methoxy-phenyl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-yl}-methanesulfonamide 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: 44.0%

: 1391979-23-9
N-[5-(4-chloro-6-ethyl-pyrimidin-5-ylethynyl)-2-methyl-pyridin-3-yl]-methanesulfonamide

: 149507-26-6
3-fluoro-4-methoxy-phenylboronic acid

: 1392099-62-5
N-{5-[4-ethyl-6-(3-fluoro-4-methoxy-phenyl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-yl}-methanesulfonamide

Guidance literature:: With sodium carbonate; 5-[4-ethyl-6-(2-methyl-pyridin-4-yl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-ylamine; In 1-methyl-pyrrolidin-2-one; water; at 120 ℃; for 0.25h; microwave irradiation;

Reference yield:

: 67443-38-3
5-bromo-2-chloro-3-nitropyridine

: 1392099-62-5
N-{5-[4-ethyl-6-(3-fluoro-4-methoxy-phenyl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-yl}-methanesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

1.2: 2 h / 0 - 50 °C

2.1: hydrogenchloride / water / 3 h / Reflux

3.1: ammonium chloride; iron / ethanol / 3 h / Reflux

4.1: diisopropylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 100 °C / Inert atmosphere

5.1: potassium carbonate; methanol / 3 h / 20 °C

6.1: pyridine / tetrahydrofuran / 0.67 h / 0 °C

7.1: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 4 h / 65 °C / Inert atmosphere

8.1: sodium carbonate / 5-[4-ethyl-6-(2-methyl-pyridin-4-yl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-ylamine / 1-methyl-pyrrolidin-2-one; water / 0.25 h / 120 °C / microwave irradiation

With pyridine; hydrogenchloride; methanol; iron; sodium hydride; sodium carbonate; potassium carbonate; ammonium chloride; triethylamine; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 5-[4-ethyl-6-(2-methyl-pyridin-4-yl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-ylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; water;

Reference yield:

: 911434-04-3
2-(5-bromo-3-nitro-pyridin-2-yl)-malonic acid diethyl ester

: 1392099-62-5
N-{5-[4-ethyl-6-(3-fluoro-4-methoxy-phenyl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-yl}-methanesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogenchloride / water / 3 h / Reflux

2: ammonium chloride; iron / ethanol / 3 h / Reflux

3: diisopropylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 100 °C / Inert atmosphere

4: potassium carbonate; methanol / 3 h / 20 °C

5: pyridine / tetrahydrofuran / 0.67 h / 0 °C

6: triethylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 4 h / 65 °C / Inert atmosphere

7: sodium carbonate / 5-[4-ethyl-6-(2-methyl-pyridin-4-yl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-ylamine / 1-methyl-pyrrolidin-2-one; water / 0.25 h / 120 °C / microwave irradiation

With pyridine; hydrogenchloride; methanol; iron; sodium carbonate; potassium carbonate; ammonium chloride; triethylamine; diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 5-[4-ethyl-6-(2-methyl-pyridin-4-yl)-pyrimidin-5-ylethynyl]-2-methyl-pyridin-3-ylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; water;