N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-yl)pyrimidin-2-amine

Base Information

• Chemical Name: N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-yl)pyrimidin-2-amine
• CAS No.: 1346617-86-4
• Molecular Formula: C₃₀H₃₁N₉
• Molecular Weight: 517.636
• Mol file: 1346617-86-4.mol

Synonyms:N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-yl)pyrimidin-2-amine

Chemical Property of N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-yl)pyrimidin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-yl)pyrimidin-2-amine

There total 12 articles about N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-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: 76.0%

1-(4-ethynylbenzyl)-4-methylpiperazine (933986-40-4) + N-(5-azido-2-methylphenyl)-4-(pyridine-3-yl)pyrimidin-2-amine (1346617-84-2) → N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-yl)pyrimidin-2-amine (1346617-86-4)

Guidance literature:

With L-ascorbic acid sodium salt; copper(II) sulfate pentahydrate; In water; tert-butyl alcohol; at 20 ℃; for 24h;

DOI:10.1002/cmdc.201100304

Reference yield:

6-methyl-1-N-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-1,3-diamine (152460-10-1) → N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-yl)pyrimidin-2-amine (1346617-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; sodium nitrite / water / 0.5 h / 0 °C

1.2: 3 h / 0 - 20 °C

2.1: L-ascorbic acid sodium salt; copper(II) sulfate pentahydrate / water; tert-butyl alcohol / 24 h / 20 °C

With L-ascorbic acid sodium salt; sulfuric acid; copper(II) sulfate pentahydrate; sodium nitrite; In water; tert-butyl alcohol;

DOI:10.1002/cmdc.201100304

Reference yield:

methyl-3-pyridylketone (350-03-8) → N-[2-methyl-5-(4-{4-[(4-methylpiperazin-1-yl)methyl]phenyl}-1H-1,2,3-triazol-1-yl)phenyl]-4-(pyridine-3-yl)pyrimidin-2-amine (1346617-86-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 2,2-dimethoxy-propane / 5,5-dimethyl-1,3-cyclohexadiene / 20 h / 140 °C / Reflux

2.1: sodium hydroxide / butan-1-ol / 4 h / 120 °C / Reflux

3.1: copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine / 1,4-dioxane / 15 h / 120 °C / Inert atmosphere; Reflux

4.1: iron(III) chloride; hydrazine hydrate / methanol / 6 h / 80 °C / Reflux

5.1: sulfuric acid; sodium nitrite / water / 0.5 h / 0 °C

5.2: 3 h / 0 - 20 °C

6.1: L-ascorbic acid sodium salt; copper(II) sulfate pentahydrate / water; tert-butyl alcohol / 24 h / 20 °C

With iron(III) chloride; copper(l) iodide; L-ascorbic acid sodium salt; sulfuric acid; copper(II) sulfate pentahydrate; potassium carbonate; hydrazine hydrate; 2,2-dimethoxy-propane; sodium hydroxide; N,N`-dimethylethylenediamine; sodium nitrite; In 1,4-dioxane; methanol; 5,5-dimethyl-1,3-cyclohexadiene; water; tert-butyl alcohol; butan-1-ol; 3.1: Ullmann reaction;

DOI:10.1002/cmdc.201100304

upstream raw materials:

methyl-3-pyridylketone

1-(4-ethynylbenzyl)-4-methylpiperazine

N-(5-azido-2-methylphenyl)-4-(pyridine-3-yl)pyrimidin-2-amine

2-bromo-4-nitrotoluene

Refernces

• 1、 Wang, Jing-Han,Pan, Cheng-Wen,Li, Yong-Tao,Meng, Fan-Fei,Zhou, Hong-Gang,Yang, Cheng,Zhang, Quan,Bai, Cui-Gai,Chen, Yue. "Safe and highly efficient syntheses of triazole drugs using Cu2O nanoparticle in aqueous solutions". . p. 3406 - 3409. Retrieved 2013/07/19.