ChemicalBook--->CAS DataBase List--->179552-74-0

179552-74-0

179552-74-0 Structure

179552-74-0 Structure
IdentificationBack Directory
[Name]

N-(3-chloro-4-fluorophenyl)-7-Methoxy-6-nitroquinazolin-4-aMine
[CAS]

179552-74-0
[Synonyms]

Afatinib Impurity 137
N-(3-chloro-4-fluorophenyl)-7-Methoxy-6-nitroquinazolin-4-aMine
N-(3-chloro-4-fluorophenyl)-7-methoxy-6-nitro-4-Quinazolinamine
4-Quinazolinamine, N-(3-chloro-4-fluorophenyl)-7-methoxy-6-nitro-
(3-chloro-4-fluoro-phenyl)-(7-methoxy-6-nitro-quinazolin-4-yl)-amine
[EINECS(EC#)]

207-985-8
[Molecular Formula]

C15H10ClFN4O3
[MDL Number]

MFCD27975589
[MOL File]

179552-74-0.mol
[Molecular Weight]

348.72
Chemical PropertiesBack Directory
[Boiling point ]

515.5±50.0 °C(Predicted)
[density ]

1.529±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

5.07±0.70(Predicted)
Hazard InformationBack Directory
[Uses]

N-(3-Chloro-4-fluorophenyl)-7-methoxy-6-nitroquinazolin-4-amine is a useful synthetic intermediate in the synthesis of Afatinib (A355300); an aminocrotonylamino-substituted quinazoline derivative used for treating cancer and diseases of the respiratory tract, lungs, gastrointestinal tract, bile duct, and gallbladder.
[Synthesis]

Methanol

67-56-1

4-Quinazolinamine, N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitro-

162012-67-1

N-(3-chloro-4-fluorophenyl)-7-Methoxy-6-nitroquinazolin-4-aMine

179552-74-0

General procedure: N-(3-chloro-4-fluorophenyl)-7-fluoro-6-nitroquinazolin-4-amine (15 g, 44.56 mmol) was dissolved in methanol (150 mL) and 50% aqueous potassium hydroxide solution (5 g, 89 mmol) was added. The reaction mixture was stirred at room temperature and then heated to 70 °C and stirred continuously for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and extracted with ethyl acetate. The organic layers were combined, washed with water and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to afford N-(3-chloro-4-fluorophenyl)-7-methoxy-6-nitroquinazolin-4-amine (20 g, 96.7% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 10.16 (s, 1H), 9.21 (s, 1H), 8.67 (s, 1H), 8.15 (dd, J = 2.4,6.8 Hz, 1H), 7.79-7.81 (m, 1H), 7.48 (t, J = 7.2 Hz, 2H), 4.07 (s, 3H ).

[References]

[1] Patent: CN103987700, 2016, B. Location in patent: Paragraph 0182-0184
[2] Patent: US2014/161801, 2014, A1. Location in patent: Page/Page column 0079-0080
[3] Patent: WO2018/119441, 2018, A1. Location in patent: Paragraph 00618; 0619
[4] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 7, p. 1495 - 1503
[5] Patent: CN106008480, 2016, A. Location in patent: Paragraph 0086; 0087; 0088; 0089
179552-74-0 suppliers list
Company Name: Hebei Yanxi Chemical Co., Ltd.
Tel: +8618531123677 , +8618531123677
Website: www.chemicalbook.com/manufacturer/hebei-yanxi-chemical-283/
Company Name: Zibo Hangyu Biotechnology Development Co., Ltd
Tel: +86-0533-2185556 +8615965530500 , +8615965530500
Website: www.chemicalbook.com/manufacturer/hangyu-chemical-25178/
Company Name: ATK CHEMICAL COMPANY LIMITED
Tel: +undefined-21-51877795
Website: www.atkchemical.com
Company Name: career henan chemical co
Tel: +86-0371-86658258 +8613203830695 , +8613203830695
Website: www.coreychem.com/
Company Name: Anhui Dexinjia Biopharm Co., Ltd
Tel: +86-531-82375818 +86-15064153060 , +86-15064153060
Website: www.ahdxj.com
Company Name: Hubei Jusheng Technology Co.,Ltd.
Tel: 18871490254
Website: www.hubeijusheng.com
Company Name: Xiamen Shindano Biotechnology Co.,ltd
Tel: 0592-6266840 15750707980 , 15750707980
Website: www.chemicalbook.com/ShowSupplierProductsList966509/0_EN.htm
Company Name: Antai Fine Chemical Technology Co.,Limited
Tel: 18503026267 , 18503026267
Website: www.chemicalbook.com/ShowSupplierProductsList1980510/0_EN.htm
Company Name: Neostar United (Changzhou) Industrial Co., Ltd.
Tel: +86-0519-85551759 +8613506123987 , +8613506123987
Website: http://www.neostarunited.com
Company Name: Hebei Mujin Biotechnology Co.,Ltd
Tel: +86-13288715578
Website:
Company Name: TargetMol Chemicals Inc.
Tel: +17819995354 , +17819995354
Website: www.targetmol.com/
Company Name: Shanghai Rlavie Technology Co ltd
Tel: +86-021-67759270 +8617717059219 , +8617717059219
Website: http://www.rlavie.com/
Company Name: Hubei Ipure Biology Co., Ltd
Tel: +8613367258412 , +8613367258412
Website: www.ipurechemical.com
Company Name: Career Henan Chemica Co
Tel: +86-0371-86658258 +8613203830695 , +8613203830695
Website: www.coreychem.com/
Company Name: Qiuxian Baitai New Material Co., LTD
Tel: +8618330912755 , +8618330912755
Website: https://www.chemicalbook.com/manufacturer/qiuxian-baitai-new-material-384/
Company Name: ANHUI WITOP BIOTECH CO., LTD
Tel: +8615255079626 , +8615255079626
Website: www.chemicalbook.com/ShowSupplierProductsList418627/0_EN.htm
Company Name: Siyang Liaoning Biochemical Products Co. Ltd
Tel: +86-15221114306; +8615221114306 , +8615221114306
Website: www.chemicalbook.com/ShowSupplierProductsList1533338/0_EN.htm
Company Name: AFINE CHEMICALS LIMITED
Tel: +86-0571-85134551
Website: www.afinechem.com/index.html
Tags:179552-74-0 Related Product Information
2121530-37-6 1680184-59-1 69169-63-7 162012-70-6 1259015-90-1 38090-53-8 1313874-96-2 2348580-72-1 1456696-14-2 314771-76-1 90357-53-2 194423-17-1 1139453-98-7 945553-91-3 850140-72-6 2044709-72-8 267243-64-1 267243-68-5

  • HomePage | Member Companies | Advertising | Contact us | Previous WebSite | MSDS | CAS Index | CAS DataBase | Privacy | Terms | About Us
  • All products displayed on this website are only for non-medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.
    According to relevant laws and regulations and the regulations of this website, units or individuals who purchase hazardous materials should obtain valid qualifications and qualification conditions.
  • Copyright © 2023 ChemicalBook All rights reserved.