2-(2-(4-Methylpiperazin-1-yl)quinazolin-4-yl)acetamide

Base Information

• Chemical Name: 2-(2-(4-Methylpiperazin-1-yl)quinazolin-4-yl)acetamide
• CAS No.: 425638-73-9
• Molecular Formula: C15H19N5O
• Molecular Weight: 285.34
• Mol file: 425638-73-9.mol

Synonyms:2-(2-(4-methylpiperazin-1-yl)quinazolin-4-yl)acetamide;2-(4-methylphenethyl)benzoic acid;Benzoic acid,2-[2-(4-methylphenyl)ethyl];2-(2-(4-methylphenyl)ethyl) benzoic acid;2-(4-Methyl-phenaethyl)-benzoesaeure;

Chemical Property of 2-(2-(4-Methylpiperazin-1-yl)quinazolin-4-yl)acetamide

Chemical Property:

• Boiling Point: 557.2±60.0 °C(Predicted)
• PKA: 15.22±0.40(Predicted)
• PSA: 76.34000
• Density: 1.257±0.06 g/cm3(Predicted)
• LogP: 1.56200

Purity/Quality:

99% ^*data from raw suppliers

2-[2-(4-METHYLPIPERAZINO)-4-QUINAZOLINYL]ACETAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(2-(4-Methylpiperazin-1-yl)quinazolin-4-yl)acetamide

There total 4 articles about 2-(2-(4-Methylpiperazin-1-yl)quinazolin-4-yl)acetamide 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: 70.0%

1-methyl-piperazine (109-01-3) + 2-(2-chloroquinazolin-4-yl)acetamide (425638-74-0) → 2-[2-(4-methyl-piperazin-1-yl)-quinazolin-4-yl]-acetamide (425638-73-9)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 60 ℃; for 0.5h; Inert atmosphere;

Reference yield:

2,4-dichloroquinazoline (607-68-1) → 2-[2-(4-methyl-piperazin-1-yl)-quinazolin-4-yl]-acetamide (425638-73-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.17 h / 0 °C / Inert atmosphere

1.2: 1 h / 110 °C

2.1: ammonium hydroxide / ethanol / 23.5 h / 20 - 50 °C

3.1: 1-methyl-pyrrolidin-2-one / 0.5 h / 60 °C / Inert atmosphere

With ammonium hydroxide; sodium hydride; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; mineral oil;

Reference yield:

1,2,3,4-tetrahydro-quinazoline-2,4-dione (86-96-4) → 2-[2-(4-methyl-piperazin-1-yl)-quinazolin-4-yl]-acetamide (425638-73-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N-dimethyl-aniline; trichlorophosphate / 3 h / 110 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 110 °C / Inert atmosphere

3.1: 1-methyl-pyrrolidin-2-one / 0.75 h / 50 °C / Inert atmosphere

With sodium hydride; N,N-dimethyl-aniline; trichlorophosphate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; mineral oil;

DOI:10.1021/jm200469u

upstream raw materials:

1-methyl-piperazine

2-(2-chloroquinazolin-4-yl)acetamide

2,4-dichloroquinazoline

1,2,3,4-tetrahydro-quinazoline-2,4-dione

Downstream raw materials:

sotrastaurin

3-(1H-indol-3-yl)-4-[2-(4-methyl-piperazin-1-yl)-quinazolin-4-yl]-1H-pyrrole-2,5-dione acetate

Refernces

• 1、 -. "NOVEL THIENOPYRROLE COMPOUNDS". Page/Page column 47-48. . Retrieved 2011/07/06.
• 2、 Wagner, Jürgen,Von Matt, Peter,Sedrani, Richard,Albert, Rainer,Cooke, Nigel,Ehrhardt, Claus,Geiser, Martin,Rummel, Gabriele,Stark, Wilhelm,Strauss, Andre,Cowan-Jacob, Sandra W.,Beerli, Christian,Weckbecker, Gisbert,Evenou, Jean-Pierre,Zenke, Gerhard,Cottens, Sylvain. "Discovery of 3-(1H-indol-3-yl)-4-[2-(4-methylpiperazin-1-yl)quinazolin-4- yl]-pyrrole-2,5-dione (AEB071), a potent and selective inhibitor of protein kinase C isotypes". supporting information; experimental part. p. 6193 - 6196. Retrieved 2010/04/02.