3'-Fluoro-biphenyl-4-ylamine

Base Information

• Chemical Name: 3'-Fluoro-biphenyl-4-ylamine
• CAS No.: 5728-66-5
• Molecular Formula: C12H10FN
• Molecular Weight: 223.67
• Hs Code.: 2902900000
• European Community (EC) Number: 673-270-6
• DSSTox Substance ID: DTXSID40382211
• Wikidata: Q82173524
• ChEMBL ID: CHEMBL83162
• Mol file: 5728-66-5.mol

Synonyms:5728-66-5;3'-Fluoro-biphenyl-4-ylamine;4-(3-fluorophenyl)aniline;3'-Fluoro-[1,1'-biphenyl]-4-amine;(3'-fluorobiphenyl-4-yl)amine;3'-fluoro-biphenyl-4-ylamine hydrochloride;3'-Fluoro-biphenyl-4-amine;(3'-fluorobiphenyl-4-yl)amine hydrochloride;3'-fluorobiphenyl-4-ylamine;CHEMBL83162;SCHEMBL3787868;DTXSID40382211;MFCD03424688;3'-fluoro[1,1'-biphenyl]-4-amine;AKOS000303099;FS-6581;BB 0222485;CS-0197296;FT-0677676;C78318;EN300-2687134;A869722

Chemical Property of 3'-Fluoro-biphenyl-4-ylamine

Chemical Property:

• Boiling Point: 310.5 °C at 760 mmHg
• PKA: 4.28±0.10(Predicted)
• Flash Point: 160 °C
• PSA: 26.02000
• Density: 1.161g/cm³
• LogP: 3.65610
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 187.079727485
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

98%min ^*data from raw suppliers

4-(3-Fluorophenyl)aniline ^*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)C2=CC=C(C=C2)N

Technology Process of 3'-Fluoro-biphenyl-4-ylamine

There total 9 articles about 3'-Fluoro-biphenyl-4-ylamine 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: 94.0%

3-fluorophenylboronic acid (768-35-4) + p-aminoiodobenzene (540-37-4) → 3′-fluoro‐[1,1′‐biphenyl]‐4‐amine (5728-66-5)

Guidance literature:

With potassium phosphate; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); In water; acetonitrile; at 100 ℃; for 3h; Microwave irradiation;

DOI:10.1021/jm3001295

Reference yield: 73.0%

3-fluorophenylboronic acid (768-35-4) + 4-bromo-aniline (106-40-1) → 3′-fluoro‐[1,1′‐biphenyl]‐4‐amine (5728-66-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2011.12.040

Reference yield: 66.0%

1-ethyl-4-(3-fluorophenyl)benzene (948043-99-0) → 3′-fluoro‐[1,1′‐biphenyl]‐4‐amine (5728-66-5)

Guidance literature:

With sodium azide; oxygen; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; at 40 ℃; for 4h; Sealed tube;

DOI:10.1038/s41557-018-0156-y

upstream raw materials:

1-(3'-Fluor-biphenyl-4-yl)-ethan-1-on-oxim

3-fluorophenylboronic acid

4-bromo-aniline

p-aminoiodobenzene

Downstream raw materials:

N-(3'-fluorobiphenyl-4-yl)-6-methoxynaphthalene-2-sulfonamide

Refernces

• 1、 Zuo, Zeping,Liu, Xiaocong,Qian, Xinying,Zeng, Ting,Sang, Na,Liu, Huan,Zhou, Yue,Tao, Lei,Zhou, Xia,Su, Na,Yu, Yamei,Chen, Qiang,Luo, Youfu,Zhao, Yinglan. "Bifunctional Naphtho[2,3- d][1,2,3]triazole-4,9-dione Compounds Exhibit Antitumor Effects in Vitro and in Vivo by Inhibiting Dihydroorotate Dehydrogenase and Inducing Reactive Oxygen Species Production". supporting information. p. 7633 - 7652. Retrieved 2020/08/21.
• 2、 -. "Aromatic amine compound synthesis method". Paragraph 0206-0208. . Retrieved 2019/01/23.