N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

Base Information

• Chemical Name: N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine
• CAS No.: 1007206-28-1
• Molecular Formula: C₂₆H₃₂BN₃O₄
• Molecular Weight: 461.369
• Mol file: 1007206-28-1.mol

Synonyms:N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

Chemical Property of N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

There total 4 articles about N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-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: 58.0%

Triisopropyl borate (5419-55-6) + 5-bromo-N,N-bis[(4-methoxyphenyl)methyl]pyrimidin-2-amine (1272403-00-5) → N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (1007206-28-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; toluene; at -78 ℃;

DOI:10.1016/j.bmcl.2011.01.065

Reference yield:

2,3-dimethyl-2,3-butane diol (76-09-5) + [2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]boronic acid → N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (1007206-28-1)

Guidance literature:

With magnesium sulfate; In 1,2-dichloro-ethane; at 20 ℃; for 1.5h;

DOI:10.1016/j.bmc.2015.11.009

Reference yield:

p-methoxybenzyl chloride (824-94-2) → N,N-bis[(4-methoxyphenyl)methyl]-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine (1007206-28-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride; sodium iodide / N,N-dimethyl-formamide / Reflux

2: n-butyllithium / tetrahydrofuran; toluene / -78 °C

With n-butyllithium; sodium hydride; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmcl.2011.01.065

upstream raw materials:

Triisopropyl borate

5-bromo-N,N-bis[(4-methoxyphenyl)methyl]pyrimidin-2-amine

p-methoxybenzyl chloride

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

1-[4-[2-[bis[(4-methoxyphenyl)methyl]amino]pyrimidin-5-yl]-2-morpholino-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]ethanone

C₃₅H₃₆N₈O₃

N,N-bis[(4-methoxyphenyl)methyl]-5-(2-morpholino-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)pyrimidin-2-amine

[4-(4-{2-[bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-phenyl]-(4-methyl-piperazin-1-yl)-methanone