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

Base Information

• Chemical Name: 4-(6-(tert-butylamino)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide
• CAS No.: 1263423-52-4
• Molecular Formula: C₂₆H₃₄N₆O₂
• Molecular Weight: 462.595

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

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

Chemical Property:

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

There total 8 articles about 4-(6-(tert-butylamino)-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: 54.0%

C31H42N6O4 → 4-(6-(tert-butylamino)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide (1263423-52-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1021/jm501599u

Reference yield:

4-tetrahydropyranmethylamine (130290-79-8) → 4-(6-(tert-butylamino)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide (1263423-52-4)

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: ruphos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate / 1,4-dioxane / 6 h / 20 °C / Reflux

4: N-iodo-succinimide / N,N-dimethyl-formamide / 14 h / 20 °C

5: dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; sodium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C

6: trifluoroacetic acid / dichloromethane / 15 h / 20 °C

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-iodo-succinimide; dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; sodium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium t-butanolate; ruphos; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 5: |Suzuki Coupling;

DOI:10.1021/jm501599u

Reference yield:

8-bromo-6-chloro-imidazo[1,2-b]pyridazine hydrochloride (933034-89-0) → 4-(6-(tert-butylamino)-8-((tetrahydro-2H-pyran-4-yl)methylamino)imidazo[1,2-b]pyridazin-3-yl)-N-cyclopropylbenzamide (1263423-52-4)

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: ruphos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate / 1,4-dioxane / 6 h / 20 °C / Reflux

4: N-iodo-succinimide / N,N-dimethyl-formamide / 14 h / 20 °C

5: dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; sodium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C

6: trifluoroacetic acid / dichloromethane / 15 h / 20 °C

With dmap; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-iodo-succinimide; dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; sodium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium t-butanolate; ruphos; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 5: |Suzuki Coupling;

DOI:10.1021/jm501599u

upstream raw materials:

4-tetrahydropyranmethylamine

8-bromo-6-chloro-imidazo[1,2-b]pyridazine hydrochloride

6-chloro-N-((tetrahydro-2H-pyran-4-yl)methyl)imidazo[1,2-b]pyridazin-8-amine

tert-butyl 6-chloroimidazo[1,2-b]pyridazin-8-yl((tetrahydro-2H-pyran-4-yl)methyl)carbamate

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