3-(5-(((tert-butyl-dimethylsilyl)oxy)methyl)-6-chloro-3-fluoropyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine

Base Information

Chemical Name:3-(5-(((tert-butyl-dimethylsilyl)oxy)methyl)-6-chloro-3-fluoropyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine
CAS No.:1422207-26-8
Molecular Formula:C₃₇H₃₆ClFN₄OSi
Molecular Weight:635.256
Hs Code.:

Synonyms:3-(5-(((tert-butyl-dimethylsilyl)oxy)methyl)-6-chloro-3-fluoropyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine

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Chemical Property of 3-(5-(((tert-butyl-dimethylsilyl)oxy)methyl)-6-chloro-3-fluoropyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine

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Technology Process of 3-(5-(((tert-butyl-dimethylsilyl)oxy)methyl)-6-chloro-3-fluoropyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine

There total 4 articles about 3-(5-(((tert-butyl-dimethylsilyl)oxy)methyl)-6-chloro-3-fluoropyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine 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: 39.0%

: 1319591-26-8
3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-trityl-pyrazolo[3,4-b]pyridine

: 1422207-31-5
tert-butyl-[(2,6-dichloro-5-fluoro-3-pyridyl)methoxy]dimethylsilane

: 1422207-26-8
3-(5-(((tert-butyl-dimethylsilyl)oxy)methyl)-6-chloro-3-fluoropyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; In 1,4-dioxane; at 90 ℃; for 6h; Microwave irradiation;
DOI:10.1021/jm301465a

Reference yield:

: 76-83-5
trityl chloride

: 1422207-26-8
3-(5-(((tert-butyl-dimethylsilyl)oxy)methyl)-6-chloro-3-fluoropyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 16 h / 105 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; copper(l) iodide / 1,4-dioxane / 6 h / 90 °C / Microwave irradiation

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; sodium hydride; cesium fluoride; In 1,4-dioxane; N,N-dimethyl-formamide; mineral oil; 3.1: |Suzuki Coupling;
DOI:10.1021/jm301465a

Reference yield:

: 1383446-28-3
3-bromo-1-trityl-pyrazolo[3,4-b]pyridine

: 1422207-26-8
3-(5-(((tert-butyl-dimethylsilyl)oxy)methyl)-6-chloro-3-fluoropyridin-2-yl)-1-trityl-1H-pyrazolo[3,4-b]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 16 h / 105 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; copper(l) iodide / 1,4-dioxane / 6 h / 90 °C / Microwave irradiation

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; cesium fluoride; In 1,4-dioxane; N,N-dimethyl-formamide; 2: |Suzuki Coupling;
DOI:10.1021/jm301465a