N-ethyl-2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetamide

Base Information

Chemical Name:N-ethyl-2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetamide
CAS No.:1233361-22-2
Molecular Formula:C₂₃H₂₃N₇O₃
Molecular Weight:445.481
Hs Code.:

Synonyms:N-ethyl-2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetamide

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Chemical Property of N-ethyl-2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetamide

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Technology Process of N-ethyl-2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetamide

There total 10 articles about N-ethyl-2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetamide 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:

: 1233361-57-3
(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetyl chloride

: 75-04-7,85404-22-4
ethylamine

: 1233361-22-2
N-ethyl-2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetamide

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

: 87199-15-3
[3-(hydroxymethyl)phenyl]boronic acid

: 1233361-22-2
N-ethyl-2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium phosphate tribasic trihydrate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 18 h / 90 °C / Inert atmosphere

2.1: thionyl chloride / dichloromethane / 3 h / 20 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C

4.1: potassium acetate / N,N-dimethyl-formamide / 0.25 h / 70 °C / Inert atmosphere

4.2: 18 h / 70 °C / Inert atmosphere

5.1: water / tetrahydrofuran / 2 h / 20 °C / Cooling with ice

5.2: pH 1

6.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

7.1: water; lithium hydroxide / methanol / 1 h / 20 °C

7.2: pH 3

8.1: thionyl chloride / 1 h / Reflux

9.1: tetrahydrofuran / 1 h / 20 °C

With thionyl chloride; potassium phosphate tribasic trihydrate; water; potassium acetate; caesium carbonate; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 1100598-42-2
2-[3-(5-bromo-pyrimidin-2-yl)benzyl]-6-(1-methyl-1H-pyrazol-4-yl)-2H-pyridazin-3-one

: 1233361-22-2
N-ethyl-2-(2-{3-[3-(1-methyl-1H-pyrazol-4-yl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}pyrimidin-5-yloxy)acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium acetate / N,N-dimethyl-formamide / 0.25 h / 70 °C / Inert atmosphere

1.2: 18 h / 70 °C / Inert atmosphere

2.1: water / tetrahydrofuran / 2 h / 20 °C / Cooling with ice

2.2: pH 1

3.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

4.1: water; lithium hydroxide / methanol / 1 h / 20 °C

4.2: pH 3

5.1: thionyl chloride / 1 h / Reflux

6.1: tetrahydrofuran / 1 h / 20 °C

With thionyl chloride; water; potassium acetate; caesium carbonate; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;