1-[2-fluoro-4-(morpholin-4-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

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Chemical Name:1-[2-fluoro-4-(morpholin-4-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one
CAS No.:1238695-58-3
Molecular Formula:C₂₄H₂₂FN₅O₃
Molecular Weight:447.469
Hs Code.:

Synonyms:1-[2-fluoro-4-(morpholin-4-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

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Chemical Property of 1-[2-fluoro-4-(morpholin-4-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

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Technology Process of 1-[2-fluoro-4-(morpholin-4-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

There total 7 articles about 1-[2-fluoro-4-(morpholin-4-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one 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: 66.0%

: 110-91-8,99108-56-2
morpholine

: 1238695-54-9
1-(2-fluoro-4-iodophenyl)-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

: 1238695-58-3
1-[2-fluoro-4-(morpholin-4-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

Guidance literature:: With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 90 ℃; for 2h; Inert atmosphere;

Reference yield:

: 29632-74-4
2-fluro-4-iodoaniline

: 1238695-58-3
1-[2-fluoro-4-(morpholin-4-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium nitrite; hydrogenchloride / water / 0.25 h / 0 °C

1.2: 0 °C

2.1: 3 h / Reflux

3.1: N-ethyl-N,N-diisopropylamine; trimethylaluminum / toluene; dichloromethane / 1 h / 0 °C / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

4.1: tetrahydrofuran; diethyl ether / 1 h / -78 °C

5.1: 6 h / Reflux

5.2: 2 h / Reflux

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane / 2 h / 90 °C / Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trimethylaluminum; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; toluene; 6.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/jm5013648

Reference yield:

: 41051-15-4
4-methoxyacetoacetic acid methylester

: 1238695-58-3
1-[2-fluoro-4-(morpholin-4-yl)phenyl]-5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4(1H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium nitrite; hydrogenchloride / water / 0.25 h / 0 °C

1.2: 0 °C

2.1: 3 h / Reflux

3.1: N-ethyl-N,N-diisopropylamine; trimethylaluminum / toluene; dichloromethane / 1 h / 0 °C / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

4.1: tetrahydrofuran; diethyl ether / 1 h / -78 °C

5.1: 6 h / Reflux

5.2: 2 h / Reflux

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane / 2 h / 90 °C / Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trimethylaluminum; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; toluene; 6.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/jm5013648