7-Fluoro-6-nitro-4-hydroxyquinazoline

Base Information

• Chemical Name: 7-Fluoro-6-nitro-4-hydroxyquinazoline
• CAS No.: 162012-69-3
• Molecular Formula: C8H4FN3O3
• Molecular Weight: 209.136
• Hs Code.: 2933990090
• Mol file: 162012-69-3.mol

Synonyms:4(1H)-Quinazolinone,7-fluoro-6-nitro- (9CI);7-Fluoro-6-nitro-3H-quinazolin-4-one;

Chemical Property of 7-Fluoro-6-nitro-4-hydroxyquinazoline

Chemical Property:

• Vapor Pressure: 7.46E-07mmHg at 25°C
• Melting Point: 282-285 °C(Solv: acetic acid (64-19-7))
• Refractive Index: 1.713
• Boiling Point: 407.6 °C at 760 mmHg
• PKA: -2.69±0.20(Predicted)
• Flash Point: 200.3 °C
• PSA: 91.57000
• Density: 1.75 g/cm³
• LogP: 1.49360
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

7-Fluoro-6-nitroquinazolin-4(3H)-one ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-Fluoro-6-nitroquinazolin-4(3H)-one, is an intermediate in the preparation of kinase inhibitors, such as ATP Site inhibitors of the Tyrosine Kinase activity of the epidermal growth factor receptor.

Technology Process of 7-Fluoro-6-nitro-4-hydroxyquinazoline

There total 10 articles about 7-Fluoro-6-nitro-4-hydroxyquinazoline 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: 91.06%

7-fluoro-3,4-dihydroquinazolin-4-one (16499-57-3) → 7-fluoro-6-nitro-4-hydroxyquinazoline (162012-69-3)

Guidance literature:

With sulfuric acid; potassium nitrate; at 20 ℃; for 12h; Time; Cooling with ice;

Reference yield: 86.0%

7-fluoro-3H-quinazolin-4-one (16499-57-3) → 7-fluoro-6-nitro-3H-quinazolin-4-one (162012-69-3)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 110 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201814073

Reference yield: 79.0%

4-fluoroanthranilic acid (446-32-2) → 7-fluoro-6-nitro-3H-quinazolin-4-one (162012-69-3)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 110 ℃; for 3h;

upstream raw materials:

7-fluoro-3H-quinazolin-4-one

4-fluoroanthranilic acid

2-amino-4-fluoro-5-nitrobenzoic acid

formamide

Downstream raw materials:

7-ethoxy-6-nitroquinazolin-4-ol

(3-chloro-4-fluorophenyl)-[7-(3-morpholino-4-yl-propoxy)-6-nitroquinazolin-4-yl]-amine

N-(4-(3-chloro-4-fluorophenyl))-7-(8-methyl-1-oxa-8-azaspiro[4.5]decan-3-yloxy)quinazolin-4,6-diamine

N-(4-(3-chloro-4-fluorophenyl))-7-((8-methyl-1-oxa-8-azaspiro[4.5]decan-3-yl)methoxy)-6-nitroquinazolin-4-amine

Refernces

• 1、 Yin, Dongsheng M.,Hannam, Jeffrey S.,Schmitz, Anton,Schiemann, Olav,Hagelueken, Gregor,Famulok, Michael. "Studying the Conformation of a Receptor Tyrosine Kinase in Solution by Inhibitor-Based Spin Labeling". . p. 8417 - 8421. Retrieved 2017.
• 2、 Bae, Inhwan,Kim, Daejin,Choi, Jaeyul,Kim, Jisook,Kim, Minjeong,Park, Bokyung,Kim, Young Hoon,Ahn, Young Gil,Hyung Kim, Ha,Kim, Dae Kyong. "Design, synthesis and biological evaluation of new bivalent quinazoline analogues as IAP antagonists". . . Retrieved 2021/01/26.
• 3、 Hansen, Bente K.,Loveridge, Christopher J.,Thyssen, Stine,W?rmer, Gustav J.,Nielsen, Andreas D.,Palmfeldt, Johan,Johannsen, Mogens,Poulsen, Thomas B.. "STEFs: Activated Vinylogous Protein-Reactive Electrophiles". . p. 3533 - 3537. Retrieved 2019/02/14.