9-((1r,4r)-4-methylcyclohexyl)-N-(5-(piperazin-1-yl)pyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine

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Chemical Name:9-((1r,4r)-4-methylcyclohexyl)-N-(5-(piperazin-1-yl)pyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine
CAS No.:1588958-77-3
Molecular Formula:C₂₅H₃₀N₈
Molecular Weight:442.567
Hs Code.:

Synonyms:9-((1r,4r)-4-methylcyclohexyl)-N-(5-(piperazin-1-yl)pyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine

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Chemical Property of 9-((1r,4r)-4-methylcyclohexyl)-N-(5-(piperazin-1-yl)pyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine

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Technology Process of 9-((1r,4r)-4-methylcyclohexyl)-N-(5-(piperazin-1-yl)pyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine

There total 12 articles about 9-((1r,4r)-4-methylcyclohexyl)-N-(5-(piperazin-1-yl)pyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine 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: 66.2%

: 412349-03-2
1-(6-chloro-3-pyridyl)piperazine

: 1401034-45-4
9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine

: 1588958-77-3
9-((1r,4r)-4-methylcyclohexyl)-N-(5-(piperazin-1-yl)pyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; XPhos; In 1,4-dioxane; at 95 - 100 ℃; for 15h; Inert atmosphere;

Reference yield:

: C₃₀H₃₈N₈O₂

: 1588958-77-3
9-((1r,4r)-4-methylcyclohexyl)-N-(5-(piperazin-1-yl)pyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jm500118j

Reference yield:

: 33483-65-7
trans-4-methylcyclohexylamine hydrochloride

: 1588958-77-3
9-((1r,4r)-4-methylcyclohexyl)-N-(5-(piperazin-1-yl)pyridin-2-yl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / butan-1-ol / 36 h / Reflux; Inert atmosphere

2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 2.16 h / 10 - 20 °C / Inert atmosphere

3.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 2.25 h / -74 - 0 °C / Inert atmosphere

3.2: 0.58 h / -60 °C / Inert atmosphere

3.3: Reflux; Inert atmosphere

4.1: lithium hexamethyldisilazane / 1-methyl-pyrrolidin-2-one / 90 °C / Inert atmosphere

5.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane / 1 h / 150 °C / Inert atmosphere; Microwave irradiation

6.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With 2,2,6,6-tetramethyl-piperidine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-iodo-succinimide; n-butyllithium; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; lithium hexamethyldisilazane; sodium t-butanolate; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; hexane; dichloromethane; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1021/jm500118j