2-Chloro-1-(3-fluorobenzyloxy)-4-nitrobenzene

Base Information

• Chemical Name: 2-Chloro-1-(3-fluorobenzyloxy)-4-nitrobenzene
• CAS No.: 443882-99-3
• Molecular Formula: C13H9ClFNO3
• Molecular Weight: 281.671
• DSSTox Substance ID: DTXSID30427605
• Wikidata: Q72450741
• Mol file: 443882-99-3.mol

Synonyms:443882-99-3;2-CHLORO-1-(3-FLUOROBENZYLOXY)-4-NITROBENZENE;2-Chloro-1-((3-fluorobenzyl)oxy)-4-nitrobenzene;3-Chloro-4-(3-fluorobenzyloxy)nitrobenzene;2-chloro-1-[(3-fluorophenyl)methoxy]-4-nitrobenzene;2-chloro-1-[(3-fluorobenzyl)oxy]-4-nitrobenzene;2-Chloro-1-(3-fluoro-benzyloxy)-4-nitro-benzene;SCHEMBL141880;DTXSID30427605;SFTHVDYRPHJAND-UHFFFAOYSA-N;AMY32631;BCP04145;AR3626;MFCD06809827;AKOS008351462;AC-8506;DS-18411;2-Chloro-1-(3-fluoro-benzyloxy)-4-nitro;4-(3-fluorobenzyloxy)-3-chloro nitrobenzene;C2875;CS-0008657;FT-0651811;2-Chloro-1-(3-fluorobenzyloxy)-4-nitrobenzen;A826562;AR-527/43363310;Q-101355;2-chloro-1-[(3-fluorophenyl)methoxy]-4-nitro-benzene

Chemical Property of 2-Chloro-1-(3-fluorobenzyloxy)-4-nitrobenzene

Chemical Property:

• Vapor Pressure: 2.92E-06mmHg at 25°C
• Melting Point: 99.0 to 103.0 °C
• Refractive Index: 1.596
• Boiling Point: 400.5 °C at 760 mmHg
• Flash Point: 196 °C
• PSA: 55.05000
• Density: 1.393 g/cm³
• LogP: 4.48950
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 281.0254990
• Heavy Atom Count: 19
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

2-?Chloro-?1-?(3-?fluorobenzyloxy)?-?4-?nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)COC2=C(C=C(C=C2)[N+](=O)[O-])Cl
• Uses: 2-?Chloro-?1-?(3-?fluorobenzyloxy)?-?4-?nitrobenzene is a reagent used in the synthesis of novel indole-2-carboxamide derivative as anti-inflammatory agents used in the treatment of sepsis. Also an intermediate of Niraparib (N481400), a novel oral poly(ADP-ribose)polymerase (PARP) inhibitor efficacious in BRCA-1 and -2 mutant tumors.

Technology Process of 2-Chloro-1-(3-fluorobenzyloxy)-4-nitrobenzene

There total 9 articles about 2-Chloro-1-(3-fluorobenzyloxy)-4-nitrobenzene 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: 99.0%

2-chloro-4-nitrophenol (619-08-9) + 1-(Bromomethyl)-3-fluorobenzene (456-41-7) → 3-chloro-4-(3-fluorobenzyloxy)nitrobenzene (443882-99-3)

Guidance literature:

With potassium carbonate; In acetone; at 30 ℃; for 16h;

Reference yield: 97.0%

1-(Bromomethyl)-3-fluorobenzene (456-41-7) → 3-chloro-4-(3-fluorobenzyloxy)nitrobenzene (443882-99-3)

Guidance literature:

2-chloro-4-nitrophenol; With potassium carbonate; In N,N-dimethyl-formamide; at 23 - 42 ℃;

1-(Bromomethyl)-3-fluorobenzene; In N,N-dimethyl-formamide; at 80 - 95 ℃; for 5h;

Reference yield: 93.0%

2-chloro-4-nitrophenol (619-08-9) + 3-fluoro-benzenemethanol (456-47-3) → 3-chloro-4-(3-fluorobenzyloxy)nitrobenzene (443882-99-3)

Guidance literature:

With tributylphosphine; diamide; In tetrahydrofuran; at 10 - 40 ℃; for 1.5h; Time;

upstream raw materials:

2-chloro-4-nitrophenol

1-(Bromomethyl)-3-fluorobenzene

3-chloro-4-fluoronitrobenzene

3-fluoro-benzenemethanol

Downstream raw materials:

4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-amino-7-ethoxyquinoline-3-carbonitrile

6-bromo-N-(3-chloro-4-((3-fluorobenzyl)oxy)phenyl)thieno[2,3-d]pyrimidin-4-amine

[3-chloro-4-(3-fluoro-benzyloxy)-phenyl]-(6-nitro-quinazolin-4-yl)-amine

N⁴-[3-chloro-4-(3-fluoro-benzyloxy)-phenyl]-quinazoline-4,6-diamine

Refernces

• 1、 Elwaie, Tamer A.,Abbas, Safinaz E.,Aly, Enayat I.,George, Riham F.,Ali, Hamdy,Kraiouchkine, Nikolai,Abdelwahed, Khaldoun S.,Fandy, Tamer E.,El Sayed, Khalid A.,Abd Elmageed, Zakaria Y.,Ali, Hamed I.. "HER2 Kinase-Targeted Breast Cancer Therapy: Design, Synthesis, and in Vitro and in Vivo Evaluation of Novel Lapatinib Congeners as Selective and Potent HER2 Inhibitors with Favorable Metabolic Stability". . p. 15906 - 15945. Retrieved 2021/01/09.
• 2、 -. "A process for preparing the lapatinib method and intermediate (by machine translation)". Paragraph 0040; 0041. . Retrieved 2018/04/03.