Benzenamine, 2-ethynyl-5-fluoro- (9CI)

Base Information

• Chemical Name: Benzenamine, 2-ethynyl-5-fluoro- (9CI)
• CAS No.: 255724-68-6
• Molecular Formula: C8H6 F N
• Molecular Weight: 135.141
• Mol file: 255724-68-6.mol

Synonyms:Benzenamine, 2-ethynyl-5-fluoro- (9CI)

Chemical Property of Benzenamine, 2-ethynyl-5-fluoro- (9CI)

Chemical Property:

• PSA: 26.02000
• LogP: 1.97040

Purity/Quality:

2-ETHYNYL-5-FLUORO-BENZENAMINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenamine, 2-ethynyl-5-fluoro- (9CI)

There total 5 articles about Benzenamine, 2-ethynyl-5-fluoro- (9CI) 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:

5-fluoro-2-((trimethylsilyl)ethynyl)aniline → 2-ethynyl-5-fluoroaniline (255724-68-6)

Guidance literature:

With methanol; potassium carbonate; at 20 ℃;

DOI:10.1039/c6ob01029f

Reference yield:

5-fluoro-2-iodoaniline (255724-71-1) → 2-ethynyl-5-fluoroaniline (255724-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 20 °C / Inert atmosphere

2: potassium carbonate; methanol / 20 °C

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine;

DOI:10.1039/c6ob01029f

Reference yield:

2-bromo-5-fluoroaniline (1003-99-2) → 2-ethynyl-5-fluoroaniline (255724-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 20 °C / Inert atmosphere; Sealed tube

2: potassium carbonate / methanol / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In methanol;

DOI:10.1021/acs.orglett.9b03727

upstream raw materials:

5-fluoro-2-iodoaniline

acetylene

trimethylsilylacetylene

2-bromo-5-fluoroaniline

Downstream raw materials:

6-fluoro-1H-indole

Refernces

• 1、 Deng, Yinglan,Jian, Jing-Xin,Lu, Maojian,Tong, Qing-Xiao,Xiao, Qian,Zhong, Jian-Ji. "Photoinduced Radical Cascade Cyclization: A Metal-Free Approach to Access Difluoroalkylated Dioxodibenzothiazepines". supporting information. p. 9303 - 9308. Retrieved 2021/12/06.
• 2、 He, Min,Chen, Nuan,Zhou, Ting,Li, Qing,Li, Hongguang,Lang, Ming,Wang, Jian,Peng, Shiyong. "Copper-Catalyzed Tandem Cross-Coupling/[2 + 2] Cycloaddition of 1,6-Allenynes with Diazo Compounds to 3-Azabicyclo[5.2.0] Ring Systems". supporting information. p. 9559 - 9563. Retrieved 2019/11/21.