[2-(1r,4r)-4-(2-[(5-chloro-2-methoxypyridin-3-yl)amino]-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile

Base Information

Chemical Name:[2-(1r,4r)-4-(2-[(5-chloro-2-methoxypyridin-3-yl)amino]-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile
CAS No.:1414805-55-2
Molecular Formula:C₂₅H₃₄ClN₇O₃Si
Molecular Weight:544.129
Hs Code.:

Synonyms:[2-(1r,4r)-4-(2-[(5-chloro-2-methoxypyridin-3-yl)amino]-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile

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Chemical Property of [2-(1r,4r)-4-(2-[(5-chloro-2-methoxypyridin-3-yl)amino]-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile

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Technology Process of [2-(1r,4r)-4-(2-[(5-chloro-2-methoxypyridin-3-yl)amino]-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile

There total 11 articles about [2-(1r,4r)-4-(2-[(5-chloro-2-methoxypyridin-3-yl)amino]-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile 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: 63.0%

: 886373-70-2
3-amino-5-chloro-2-methoxypyridine

: 1414805-50-7
[2-(1r,4r)-4-(2-chloro-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile

: 1414805-55-2
[2-(1r,4r)-4-(2-[(5-chloro-2-methoxypyridin-3-yl)amino]-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 24h; Schlenk technique; Inert atmosphere;
DOI:10.1021/acs.jmedchem.9b00533

Reference yield: 63.0%

: 1414805-55-2
[2-(1r,4r)-4-(2-[(5-chloro-2-methoxypyridin-3-yl)amino]-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile

Guidance literature:

Reference yield:

: 1467-84-1
((1R,4R)-4-aminocyclohexyl)methanol

: 1414805-55-2
[2-(1r,4r)-4-(2-[(5-chloro-2-methoxypyridin-3-yl)amino]-8-oxo-7-{[2-(trimethylsilyl)ethoxy]methyl}-7,8-dihydro-9H-purin-9-yl)cyclohexyl]acetonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: tetrahydrofuran / 20 °C

2.1: triethylamine / dichloromethane / 20 °C

3.1: dimethyl sulfoxide / 20 h / 55 °C

4.1: hydrogenchloride / 1,4-dioxane / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / -78 - 20 °C / Inert atmosphere

6.1: tin(II) chloride dihdyrate / ethanol / 3 h / 80 °C / Sealed tube

7.1: acetonitrile / 3 h / 80 °C / Sealed tube

8.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

8.2: 2 h / 20 °C / Inert atmosphere

9.1: caesium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / 1,4-dioxane / 24 h / 100 °C / Schlenk technique; Inert atmosphere

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tin(II) chloride dihdyrate; sodium hydride; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; mineral oil; 9.1: |Buchwald-Hartwig Coupling;
DOI:10.1021/acs.jmedchem.9b00533