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

Base Information

Chemical Name:2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-one
CAS No.:944331-24-2
Molecular Formula:C₂₂H₂₇F₂N₃O₄Si
Molecular Weight:463.556
Hs Code.:

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

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

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

There total 14 articles about 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-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: 55.0%

: 944331-25-3
2-bromo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-one

: 944331-26-4
2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

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

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; for 26h; Heating / reflux;

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 944334-19-4
ethyl 2-methoxymethyl-1H-pyrrol-3-carboxylate

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

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / n-heptane; N,N-dimethyl-formamide / 0.5 h

1.2: 3 h / 0 - 20 °C

2.1: N-Bromosuccinimide / acetonitrile / 3.5 h / -10 °C

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 6.5 h / 20 °C / Heating / reflux

4.1: hydrazine / ethylene glycol / 2 h / 60 - 125 °C

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

With N-Bromosuccinimide; sodium hydride; sodium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; hydrazine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; n-heptane; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; toluene; acetonitrile; 5.1: Suzuki Coupling;