4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine

Base Information

• Chemical Name: 4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine
• CAS No.: 944401-63-2
• Molecular Formula: C₁₁H₁₈BN₃O₃
• Molecular Weight: 251.093
• Mol file: 944401-63-2.mol

Synonyms:4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine

Chemical Property of 4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

4-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine

There total 5 articles about 4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine 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: 49.3%

5-bromo-4-methoxypyrimidine-2-ylamine (36082-45-8) + bis(pinacol)diborane (73183-34-3) → 4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine (944401-63-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; at 110 ℃; for 12h;

Reference yield:

5-bromo-4-methoxypyrimidine-2-ylamine (36082-45-8) + bis(pinacol)diborane (73183-34-3) → 4-methoxypyrimidin-2-amine (155-90-8) + 4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine (944401-63-2)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 115 ℃; for 21h;

Reference yield:

4-methoxypyrimidin-2-amine (155-90-8) → 4-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-pyrimidin-2-ylamine (944401-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / chloroform / 5 h / Darkness

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 21 h / 115 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; potassium acetate; In 1,4-dioxane; chloroform;

DOI:10.1021/ml200156t

upstream raw materials:

5-bromo-4-methoxypyrimidine-2-ylamine

bis(pinacol)diborane

4-methoxypyrimidin-2-amine

2-amino-4-chloro-6-methoxypyrimidine

Downstream raw materials:

4-[2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(5-chloro-1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-3-isopropyl-6-oxo-3,4,5,6-tetrahydro-pyrrolo[3,4-d]imidazol-4-yl]-benzonitrile

4-[2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(5-chloro-2-methyl-phenyl)-3-isopropyl-6-oxo-3,4,5,6-tetrahydro-pyrrolo[3,4-d]imidazol-4-yl]-benzonitrile

2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(5-chloro-1-methyl-2-oxo-1,2-dihydro-pyridin-3-yl)-6-(4-chloro-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-d]imidazol-4-one

2-(2-amino-4-methoxy-pyrimidin-5-yl)-5-(5-chloro-2-methyl-phenyl)-6-(4-chloro-2-methyl-phenyl)-1-isopropyl-5,6-dihydro-1H-pyrrolo[3,4-d]imidazol-4-one