8-(6-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)-1,8-diazaspiro[4.5]decan-2-one

Base Information

• Chemical Name: 8-(6-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)-1,8-diazaspiro[4.5]decan-2-one
• CAS No.: 1588959-04-9
• Molecular Formula: C₂₉H₃₄N₈O
• Molecular Weight: 510.642
• Mol file: 1588959-04-9.mol

Synonyms:

Chemical Property of 8-(6-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)-1,8-diazaspiro[4.5]decan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-(6-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)-1,8-diazaspiro[4.5]decan-2-one

There total 10 articles about 8-(6-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)-1,8-diazaspiro[4.5]decan-2-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:

trans-4-methylcyclohexylamine hydrochloride (33483-65-7) → 8-(6-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)-1,8-diazaspiro[4.5]decan-2-one (1588959-04-9)

Guidance literature:

Multi-step reaction with 5 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 / toluene / 150 °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; lithium hexamethyldisilazane; sodium t-butanolate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; hexane; N,N-dimethyl-formamide; toluene; butan-1-ol;

DOI:10.1021/jm500118j

Reference yield:

trans-4-methylcyclohexanamine (2523-55-9) → 8-(6-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)-1,8-diazaspiro[4.5]decan-2-one (1588959-04-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1,4-dioxane / Inert atmosphere; Reflux

2: ammonium hydroxide / isopropyl alcohol / 120 °C / Inert atmosphere

3: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane / 120 - 150 °C / Inert atmosphere; Sealed tube

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

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / toluene / 150 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; ammonium hydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In 1,4-dioxane; isopropyl alcohol; toluene; 3: |Suzuki Coupling / 4: |Buchwald-Hartwig Coupling;

DOI:10.1021/jm500118j

Reference yield:

C11H17BrN4 (1588959-18-5) → 8-(6-((9-((1r,4r)-4-methylcyclohexyl)-9H-pyrido[4′,3′:4,5]pyrrolo[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)-1,8-diazaspiro[4.5]decan-2-one (1588959-04-9)

Guidance literature:

Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane / 120 - 150 °C / Inert atmosphere; Sealed tube

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

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / toluene / 150 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In 1,4-dioxane; toluene; 1: |Suzuki Coupling / 2: |Buchwald-Hartwig Coupling;

DOI:10.1021/jm500118j

upstream raw materials:

trans-4-methylcyclohexylamine hydrochloride

trans-4-methylcyclohexanamine

C₁₁H₁₅BrClN₃

C₁₁H₁₇BrN₄