4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline

Base Information

• Chemical Name: 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline
• CAS No.: 183322-18-1
• Molecular Formula: C14H17ClN2O4
• Molecular Weight: 312.753
• Hs Code.: 2933990090
• Mol file: 183322-18-1.mol

Synonyms:4-Chloro-6,7-bis-(1-methoxy-ethoxy)-quinazoline;4-Chloro-6,7-(2-methoxyethoxy)-quinazoline;4-chloro-6,7-bis(2-methoxyethoxy)-4(3H)-quinazoline;

Chemical Property of 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline

Chemical Property:

• Vapor Pressure: 9.41E-08mmHg at 25°C
• Melting Point: 105-107 °C
• Refractive Index: 1.561
• Boiling Point: 446.7 °C at 760 mmHg
• PKA: 0.54±0.30(Predicted)
• Flash Point: 224 °C
• PSA: 62.70000
• Density: 1.257 g/cm³
• LogP: 2.33360
• Storage Temp.: room temp
• Solubility.: DMSO: ≥20mg/mL

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline is an aurora 2 kinase inhibitor, PDGF inhibitor, useful in the treatment of cancer.

Technology Process of 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline

There total 36 articles about 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline 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: 100.0%

6,7-bis-(2-methoxyethoxy)-4(3H)quinazolinone (179688-29-0) → 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline (183322-18-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In toluene; Heating;

DOI:10.1016/j.tetlet.2006.02.043

Reference yield: 99.3%

6,7-bis(2-methoxyethoxy)quinazolin-4-one hydrochloride → 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline (183322-18-1)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 50 ℃; for 3h;

Reference yield: 98.0%

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one (179688-29-0) → 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline (183322-18-1)

Guidance literature:

With oxalyl dichloride; In chloroform; N,N-dimethyl-formamide; for 1.5h; Heating;

DOI:10.1002/jlcr.998

upstream raw materials:

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

6,7-bis-(2-methoxyethoxy)-4(3H)quinazolinone

C₁₃H₁₉NO₅

3,4-bis(2-methoxyethoxy)-benzonitrile

Downstream raw materials:

erlotinib hydrochloride

[6,7-bis-(2-methoxy-ethoxy)-quinazolin-4-yl]-(3-iodo-phenyl)-amine

6,7-bis(2-methoxyethoxy)-N-phenylquinazolin-4-amine

(6,7-bis(2-methoxyethoxy))-4-((3-phenyl-isoxazol-5-yl)methoxy)quinazoline

Refernces

• 1、 Li, Zhonghua,Li, Zhongrui,Ma, Jinlian,Miao, Jinxin,Qin, Tingting,Yang, Nian,Zhang, Xinhui,Zhang, Zhenqiang,Zhao, Taoqian,Zhao, Xuan. "Discovery of quinazoline derivatives as a novel class of potent and in vivo efficacious LSD1 inhibitors by drug repurposing". . . Retrieved 2021/08/19.
• 2、 Chen, Zhe-Sheng,Dai, Qing-Qing,Li, Guo-Bo,Liu, Hong-Min,Liu, Hui,Wang, Bo,Wang, Shaomeng,Yu, Bin,Yuan, Shuo,Zhang, Jing-Ya,Zhang, Xiao-Nan,Zuo, Jia-Hui. "Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors". . p. 14895 - 14911. Retrieved 2021/10/12.