N-(3-bromophenyl)-6,7-diethoxyquinazolin-4-amine

Base Information

• Chemical Name: N-(3-bromophenyl)-6,7-diethoxyquinazolin-4-amine
• CAS No.: 171745-13-4
• Molecular Formula: C18H18BrN3O2
• Molecular Weight: 388.264
• DSSTox Substance ID: DTXSID40274389
• Nikkaji Number: J715.817C
• Wikidata: Q27076723
• Pharos Ligand ID: PVFTM2NV94QP
• ChEMBL ID: CHEMBL35820
• Mol file: 171745-13-4.mol

Synonyms:compound 56;171745-13-4;N-(3-bromophenyl)-6,7-diethoxyquinazolin-4-amine;4-[(3-Bromophenyl)amino]-6,7-diethoxyquinazoline;CHEMBL35820;compound 56 [PMID: 8568816];4-Quinazolinamine, N-(3-bromophenyl)-6,7-diethoxy-;D07UYV;K00042;BDBM3556;GTPL5956;SCHEMBL3008965;YXOXHAUUTIOBDA-UHFFFAOYSA-;DTXSID40274389;HMS3229C09;BCP08039;WGA74513;CCG-206742;ICX5609213;Compound 56 - CAS 171745-13-4;A14953;N-(3-Bromophenyl)-6,7-diethoxy-4-quinazolinamine;SR-02000000170;J-010751;SR-02000000170-1;SR-02000000170-2;Q27076723;InChI=1/C18H18BrN3O2/c1-3-23-16-9-14-15(10-17(16)24-4-2)20-11-21-18(14)22-13-7-5-6-12(19)8-13/h5-11H,3-4H2,1-2H3,(H,20,21,22)

Chemical Property of N-(3-bromophenyl)-6,7-diethoxyquinazolin-4-amine

Chemical Property:

• PSA: 56.27000
• LogP: 5.00630
• Solubility.: insoluble in H2O; ≥16.95 mg/mL in DMSO; ≥47.6 mg/mL in EtOH with ultrasonic
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 387.05824
• Heavy Atom Count: 24
• Complexity: 387

Purity/Quality:

97% ^*data from raw suppliers

Compound 56 ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=C2C(=C1)C(=NC=N2)NC3=CC(=CC=C3)Br)OCC
• Uses: Compound 56 is a potent and specific inhibitor of the tyrosine kinase activity of the epidermal growth factor.

Technology Process of N-(3-bromophenyl)-6,7-diethoxyquinazolin-4-amine

There total 7 articles about N-(3-bromophenyl)-6,7-diethoxyquinazolin-4-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: 42.0%

ethyl iodide (75-03-6) + 4-<(3-bromophenyl)amino>-6,7-dihydroxyquinazoline hydrochloride → Compound 56 (171745-13-4)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 25 ℃; for 4h;

DOI:10.1021/jm9503613

Reference yield:

4-<(3-bromophenyl)amino>-6,7-dimethoxyquinazoline hydrochloride → Compound 56 (171745-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 13 percent / pyridinium hydrochloride / 1 h / 205 °C

2: 42 percent / K₂CO₃ / dimethylsulfoxide / 4 h / 25 °C

With pyridine hydrochloride; potassium carbonate; In dimethyl sulfoxide;

DOI:10.1021/jm9503613

Reference yield:

m-Bromoaniline (591-19-5) → Compound 56 (171745-13-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / propan-2-ol / 18 h / 25 °C

2: 13 percent / pyridinium hydrochloride / 1 h / 205 °C

3: 42 percent / K₂CO₃ / dimethylsulfoxide / 4 h / 25 °C

With pyridine hydrochloride; potassium carbonate; In dimethyl sulfoxide; isopropyl alcohol;

DOI:10.1021/jm9503613

upstream raw materials:

ethyl iodide

m-Bromoaniline

4-Chloro-6,7-diethoxyquinazoline

6,7-dimethoxy-4-chloroquinazoline