N-[3-Chloro-4-(3-fluorobenzyloxy)phenyl]-6-iodoquinazolin-4-amine

Base Information

• Chemical Name: N-[3-Chloro-4-(3-fluorobenzyloxy)phenyl]-6-iodoquinazolin-4-amine
• CAS No.: 231278-20-9
• Molecular Formula: C21H14ClFIN3O
• Molecular Weight: 505.718
• Hs Code.: 2933990090
• European Community (EC) Number: 607-200-2
• DSSTox Substance ID: DTXSID10436351
• Nikkaji Number: J1.696.966D
• Wikidata: Q72450747
• Mol file: 231278-20-9.mol

Synonyms:231278-20-9;N-[3-Chloro-4-(3-fluorobenzyloxy)phenyl]-6-iodoquinazolin-4-amine;N-(3-Chloro-4-((3-fluorobenzyl)oxy)phenyl)-6-iodoquinazolin-4-amine;N-[3-Chloro-4-(3-Fluorobenzyloxy)-Phenyl]-6-Iodoquinazolin-4-Amine;n-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine;N-[3-CHLORO-4-[(3-FLUOROBENZYL)OXY]PHENYL]-6-IODOQUINAZOLIN-4-AMINE;N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-iodoquinazolin-4-amine;N-{3-Chloro-4-[(3-fluorophenyl)methoxy]phenyl}-6-iodoquinazolin-4-amine;MFCD09998827;6-Iodo-4-[3-chloro-4-(3-fluorobenzyloxy)anilino]quinazoline;4-[3-Chloro-4-(3-fluorobenzyloxy)phenylamino]-6-iodoquinazoline;4-Quinazolinamine, N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-iodo-;N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-iodoquinazolin-4-amine;N-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-iodo-4-quinazolinamine;C21H14ClFIN3O;SCHEMBL141514;DTXSID10436351;BCP22642;AKOS015848952;N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-iodo-4-quinazolinamine;AC-8334;CS-W011494;GS-3803;SB18203;BP-27845;SY053116;AM20090640;C2965;FT-0658071;A816573;5H-Pyrrolo[3,4-d]pyrimidine,4-amino-6,7-dihydro;Q-101357;4-[3-Chloro-4-(3-fluorobenzyloxy)anilino]-6-iodoquinazoline;N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodo-4-quinazolinamine;N-(4-(3-fluorobenzyloxy)-3-chlorophenyl)-6-iodoquinazolin-4-amine;N-[3-Chloro-4-(3-fluorobenzyloxy)phenyl]-6-iodoquinazoline-4-amine;[3-chloro-4-(3-fluoro-benzyloxy)-phenyl]-(6-iodo-quinazolin-4-yl)-amine;[3-Chloro-4-(3-fluorobenzyloxy)phenyl]-(6-iodoquinazo-lin-4-yl)amine;N-(3-Chloro-4-((3-fluorobenzyl)oxy)-phenyl)-6-iodoquinazolin-4-amine;N-[3-chloranyl-4-[(3-fluorophenyl)methoxy]phenyl]-6-iodanyl-quinazolin-4-amine

Chemical Property of N-[3-Chloro-4-(3-fluorobenzyloxy)phenyl]-6-iodoquinazolin-4-amine

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 222-224 °C
• Refractive Index: 1.724
• Boiling Point: 581.326 °C at 760 mmHg
• PKA: 5.04±0.50(Predicted)
• Flash Point: 305.375 °C
• PSA: 47.04000
• Density: 1.691 g/cm³
• LogP: 6.42250
• Storage Temp.: -20°C Freezer
• Sensitive.: Light Sensitive
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 504.98542
• Heavy Atom Count: 28
• Complexity: 504

Purity/Quality:

99% ^*data from raw suppliers

N-[3-Chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-iodo-4-quinazolinamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)COC2=C(C=C(C=C2)NC3=NC=NC4=C3C=C(C=C4)I)Cl
• Description: N-[3-chloro-4-[(3-fluorophenyl)methoxy]phenyl]-6-iodo-quinazolin-4-amine is a quinazoline derivative that has also been used in the design, synthesis and biological evaluation of quinazoline-phosphoramidate mustard conjugates as anticancer drugs.
• Uses: Lapatinib intermediate 4-[3-Chloro-4-(3-fluorobenzyloxy)phenylamino]-6-iodoquinazoline is used as an organic chemical synthesis intermediate.

Technology Process of N-[3-Chloro-4-(3-fluorobenzyloxy)phenyl]-6-iodoquinazolin-4-amine

There total 22 articles about N-[3-Chloro-4-(3-fluorobenzyloxy)phenyl]-6-iodoquinazolin-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: 99.3%

N’-(2-cyano-4-iodophenyl)-N,N-dimethyl formamidine (903597-10-4) + 3-chloro-4-(3-fluorobenzyloxy)aniline (202197-26-0) → N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine (231278-20-9)

Guidance literature:

With acetic acid; In N,N-dimethyl-formamide; at 130 ℃; for 1h;

Reference yield: 98.0%

3-chloro-4-(3-fluorobenzyloxy)aniline (202197-26-0) → N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine (231278-20-9)

Guidance literature:

6-iodo-1H-quinazolin-4-one; With triethylamine; trichlorophosphate; In aqueous sodium hydroxide; toluene; at 20 - 80 ℃; for 3h;

3-chloro-4-(3-fluorobenzyloxy)aniline; In toluene; acetonitrile; at 20 - 80 ℃; for 2h;

Reference yield: 96.0%

4-chloro-6-iodoquinazoline (98556-31-1) + 3-chloro-4-(3-fluorobenzyloxy)aniline (202197-26-0) → N-(3-chloro-4-(3-fluorobenzyloxy)phenyl)-6-iodoquinazolin-4-amine (231278-20-9)

Guidance literature:

In isopropyl alcohol; at 70 ℃; for 3.5h;

upstream raw materials:

4-chloro-6-iodoquinazoline

3-chloro-4-(3-fluorobenzyloxy)aniline

{4-[(3-fluorobenzyl)oxy]phenyl}amine

3-chloro-4-(3-fluorobenzyloxy)nitrobenzene

Downstream raw materials:

5-(4-[3-chloro-4-(3-fluorobenzyloxy)-anilino]-6-quinazolinyl)-furan-2-carbaldehyde 4-methylbenzenesulfonate

5-(4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl)furan-2-carbaldehyde

3-[5-{4-(3-chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}furan-2-yl]acrylic acid tert-butyl ester

3-[5-{4-(3-Chloro-4-(3-fluorobenzyloxy)phenylamino)quinazolin-6-yl}thiophene-2-yl] acrylic acid tert-butyl ester

Refernces

• 1、 -. "A process for preparing the lapatinib method and intermediate (by machine translation)". Paragraph 0044; 0045. . Retrieved 2018/04/03.
• 2、 -. "A preparation method of the lapatinib". . . Retrieved 2018/03/24.