4-(6-(4-cyanophenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide

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Chemical Name:4-(6-(4-cyanophenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide
CAS No.:1263423-12-6
Molecular Formula:C₂₉H₂₈N₆O₂
Molecular Weight:492.58
Hs Code.:

Synonyms:4-(6-(4-cyanophenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide

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Chemical Property of 4-(6-(4-cyanophenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide

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Technology Process of 4-(6-(4-cyanophenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide

There total 8 articles about 4-(6-(4-cyanophenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide 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: 21.0%

: 1263423-11-5
4-(6-(4-carbamoylphenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide

: 1263423-12-6
4-(6-(4-cyanophenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide

Guidance literature:: With pyridine; trifluoroacetic anhydride; In 1,4-dioxane; at 0 - 20 ℃;

Reference yield:

: 1263423-10-4
4-(6-chloro-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide

: 123088-59-5
4-carbamoylphenylboronic acid

: 1263423-12-6
4-(6-(4-cyanophenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / ethanol; water / 0.17 h / 160 °C / microwave reaction

2: trifluoroacetic anhydride; pyridine / 1,4-dioxane / 0 - 20 °C

With pyridine; sodium carbonate; trifluoroacetic anhydride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; ethanol; water;

Reference yield:

: 130290-79-8
4-tetrahydropyranmethylamine

: 1263423-12-6
4-(6-(4-cyanophenyl)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide

Guidance literature:: Multi-step reaction with 6 steps

1: N-ethyl-N,N-diisopropylamine / ethanol / 15 h / Reflux

2: dmap / tetrahydrofuran / 1 h / 50 °C

3: N-iodo-succinimide / N,N-dimethyl-formamide / 9 h / 80 °C

4: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; N,N-dimethyl-formamide / 7 h / 100 °C

5: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / water; ethanol / 1 h / Reflux

6: trifluoroacetic acid; potassium carbonate / dichloromethane / 0.33 h / 20 °C

With dmap; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; 4: |Suzuki Coupling / 5: |Suzuki Coupling;
DOI:10.1021/jm501599u