3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)pyridin-2-amine

Base Information

• Chemical Name: 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)pyridin-2-amine
• CAS No.: 1613148-19-8
• Molecular Formula: C₂₀H₁₈Cl₂FN₅O
• Molecular Weight: 434.3
• Mol file: 1613148-19-8.mol

Synonyms:3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)pyridin-2-amine

Chemical Property of 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)pyridin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)pyridin-2-amine

There total 11 articles about 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)pyridin-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: 38.0%

(R)-N,N-bis(tert-butoxycarbonyl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (877399-48-9) + 6-(tert-butoxycarbonyl)-2-iodo-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (1613148-20-1) → 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)pyridin-2-amine (1613148-19-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,2-dimethoxyethane; water; at 90 ℃; Inert atmosphere;

Reference yield: 38.0%

C33H38Cl2FN5O7 → 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)pyridin-2-amine (1613148-19-8)

Guidance literature:

With hydrogenchloride; In dichloromethane; ethyl acetate; at 0 - 20 ℃; for 10h;

Reference yield:

2-amino-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-carboxylic acid tert-butyl ester (869198-95-8) → 3-((R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-yl)pyridin-2-amine (1613148-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) iodide; diiodomethane; isopentyl nitrite / tetrahydrofuran / 3 h / Inert atmosphere; Reflux

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / 1,2-dimethoxyethane; water / 90 °C / Inert atmosphere

With copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; diiodomethane; caesium carbonate; isopentyl nitrite; In tetrahydrofuran; 1,2-dimethoxyethane; water;

upstream raw materials:

(R)-N,N-bis(tert-butoxycarbonyl)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

6-(tert-butoxycarbonyl)-2-iodo-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine

N-tert-butyloxycarbonylpiperidin-4-one

t-butyl-3-[(dimethylamino)methylidene]-4-oxopiperidine-1-carboxylate