4-Bromo-2-fluoro-benzamidine

Base Information

• Chemical Name: 4-Bromo-2-fluoro-benzamidine
• CAS No.: 1100752-71-3
• Molecular Formula: C7H6BrFN2
• Molecular Weight: 217.04
• DSSTox Substance ID: DTXSID001283857
• Mol file: 1100752-71-3.mol

Synonyms:4-BROMO-2-FLUORO-BENZAMIDINE;1100752-71-3;4-Bromo-2-fluorobenzimidamide;4-bromo-2-fluorobenzenecarboximidamide;4-bromo-2-fluorobenzamidine;4-Bromo-2-fluorobenzene-1-carboximidamide;SCHEMBL1528166;DTXSID001283857;AMY39780;SB30644;CS-0441125;EN300-1910971;A894936

Chemical Property of 4-Bromo-2-fluoro-benzamidine

Chemical Property:

• Boiling Point: 258.0±50.0 °C(Predicted)
• PKA: 10.83±0.50(Predicted)
• PSA: 49.87000
• Density: 1.72±0.1 g/cm3(Predicted)
• LogP: 2.67230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 215.96984
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

98.5% ^*data from raw suppliers

4-Bromo-2-fluoro-benzamidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)F)C(=N)N

Technology Process of 4-Bromo-2-fluoro-benzamidine

There total 2 articles about 4-Bromo-2-fluoro-benzamidine 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: 48.0%

4-bromo-6-fluorobenzonitrile (105942-08-3) → 4-bromo-2-fluorobenzamidine (1100752-71-3)

Guidance literature:

4-bromo-6-fluorobenzonitrile; With hydrogenchloride; In ethanol; chloroform; at 20 ℃; Cooling;

With ammonium carbonate; In ethanol; at 20 ℃;

DOI:10.1016/j.bmc.2012.06.049

Reference yield:

→ 4-bromo-2-fluorobenzamidine (1100752-71-3)

Guidance literature:

With trimethylaluminum; ammonium chloride; In toluene; at 60 ℃; for 16h; Inert atmosphere;

Reference yield:

4-bromo-2-fluorobenzamidine (1100752-71-3) → 2-(4-bromo-2-fluorophenyl)-4-chloro-6-methylpyrimidine (1395552-37-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / methanol / 20 °C

2: trichlorophosphate / 2.5 h / 80 °C

With sodium methylate; trichlorophosphate; In methanol;

DOI:10.1016/j.bmc.2012.06.049

upstream raw materials:

4-bromo-6-fluorobenzonitrile

Downstream raw materials:

C₂H₂O₄*C₁₈H₁₆BrFN₄O

2-(4-bromo-2-fluorophenyl)-6-methyl-N-[2-(1-oxidopyridin-3-yl)ethyl]pyrimidin-4-amine

2-(4-bromo-2-fluorophenyl)-4-chloro-6-methylpyrimidine

Refernces

• 1、 Negoro, Kenji,Yonetoku, Yasuhiro,Misawa-Mukai, Hana,Hamaguchi, Wataru,Maruyama, Tatsuya,Yoshida, Shigeru,Takeuchi, Makoto,Ohta, Mitsuaki. "Discovery and biological evaluation of novel 4-amino-2-phenylpyrimidine derivatives as potent and orally active GPR119 agonists". . p. 5235 - 5246. Retrieved 2012/11/07.