7-Fluoroquinazolin-2-amine

Base Information

• Chemical Name: 7-Fluoroquinazolin-2-amine
• CAS No.: 190274-01-2
• Molecular Formula: C₈H₆FN₃
• Molecular Weight: 163.154
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID00440649
• Nikkaji Number: J829.250G
• Wikidata: Q82257012
• Mol file: 190274-01-2.mol

Synonyms:7-fluoroquinazolin-2-amine;190274-01-2;2-Amino-7-fluoroquinazoline;7-FLUORO-QUINAZOLIN-2-YLAMINE;MFCD09264074;2-Quinazolinamine,7-fluoro-;SCHEMBL557993;DTXSID00440649;LEJSJPUMRRROQB-UHFFFAOYSA-N;AMY36635;AC5051;AKOS006331067;AS-6503;SY031665;A4198;FT-0684316;EN300-1162540;J-519257

Chemical Property of 7-Fluoroquinazolin-2-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.69
• Boiling Point: 373.659 °C at 760 mmHg
• Flash Point: 179.783 °C
• PSA: 51.80000
• Density: 1.401 g/cm³
• LogP: 1.93230
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 163.05457537
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

7-Fluoro-quinazolin-2-ylamine 95.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CN=C(N=C2C=C1F)N

Technology Process of 7-Fluoroquinazolin-2-amine

There total 4 articles about 7-Fluoroquinazolin-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: 36.0%

(5-fluoro-2-formylphenyl)boronic acid (1256355-30-2) + guanidine hydrochloride (50-01-1) → 7-fluoroquinazolin-2-amine (190274-01-2)

Guidance literature:

guanidine hydrochloride; With potassium hydroxide; In methanol; at 20 ℃; for 0.166667h;

(5-fluoro-2-formylphenyl)boronic acid; With copper(l) iodide; In methanol; at 70 ℃; for 12h;

DOI:10.1055/s-0040-1707080

Reference yield: 20.0%

2,4-difluorobenzaldehyde (1550-35-2) + diguanidine carbonate (593-85-1,90332-86-8,3425-08-9) → 7-fluoroquinazolin-2-amine (190274-01-2)

Guidance literature:

In N,N-dimethyl acetamide; at 140 ℃; for 2h;

DOI:10.1002/jhet.5570340205

Reference yield: 6.0%

guanidine carbonate (593-85-1,90332-86-8,3425-08-9) + 2,4-difluorobenzaldehyde (1550-35-2) → 7-fluoroquinazolin-2-amine (190274-01-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 160 ℃; for 2h;

DOI:10.1021/jacs.7b03131

upstream raw materials:

2,4-difluorobenzaldehyde

diguanidine carbonate

guanidine nitrate

guanidine carbonate

Refernces

• 1、 Taylor, Nicholas J.,Emer, Enrico,Preshlock, Sean,Schedler, Michael,Tredwell, Matthew,Verhoog, Stefan,Mercier, Joel,Genicot, Christophe,Gouverneur, Véronique. "Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands". supporting information. p. 8267 - 8276. Retrieved 2017/06/27.
• 2、 -. "Isoquinoline, Quinazoline and Phthalazine Derivatives". Page/Page column 55. . Retrieved 2008/06/13.