2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Base Information

Chemical Name:2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one
CAS No.:944331-23-1
Molecular Formula:C₁₆H₁₃F₂N₃O₃
Molecular Weight:333.294
Hs Code.:

Synonyms:2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

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Chemical Property of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Chemical Property:

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Technology Process of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

There total 14 articles about 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-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: 85.0%

: 944331-24-2
2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-one

: 944331-23-1
2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Guidance literature:: With tetrabutyl ammonium fluoride; ethylenediamine; In tetrahydrofuran; for 48h; Heating / reflux;

Reference yield:

: 37942-01-1
5-bromo-2-methoxyphenol

: 944331-23-1
2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Guidance literature:: Multi-step reaction with 8 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 70 °C

2: sodium hydroxide / tetra(n-butyl)ammonium hydrogensulfate / water; toluene / 3 h / 20 °C

3: dimethyl zinc(II) / toluene / 28.25 h / -40 - 20 °C

4: boron tribromide / dichloromethane / 0.5 h / -70 - 0 °C

5: sodium hydroxide / tetrabutylammomium bromide / water; toluene / 0.5 h / 80 °C

6: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 12 h / 80 °C

7: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; toluene / 26 h / Heating / reflux

8: tetrabutyl ammonium fluoride; ethylenediamine / tetrahydrofuran / 48 h / Heating / reflux

With sodium hydroxide; tetrabutyl ammonium fluoride; dimethyl zinc(II); potassium acetate; boron tribromide; sodium carbonate; potassium carbonate; ethylenediamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 7: Suzuki Coupling;

Reference yield:

: 944334-01-4
4-bromo-2-vinyloxy-1-methoxybenzene

: 944331-23-1
2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one

Guidance literature:: Multi-step reaction with 6 steps

1: dimethyl zinc(II) / toluene / 28.25 h / -40 - 20 °C

2: boron tribromide / dichloromethane / 0.5 h / -70 - 0 °C

3: sodium hydroxide / tetrabutylammomium bromide / water; toluene / 0.5 h / 80 °C

4: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 12 h / 80 °C

5: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / ethanol; water; toluene / 26 h / Heating / reflux

6: tetrabutyl ammonium fluoride; ethylenediamine / tetrahydrofuran / 48 h / Heating / reflux

With sodium hydroxide; tetrabutyl ammonium fluoride; dimethyl zinc(II); potassium acetate; boron tribromide; sodium carbonate; ethylenediamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; toluene; 5: Suzuki Coupling;