2-(Bromomethyl)-6-fluoropyridine

Base Information

• Chemical Name: 2-(Bromomethyl)-6-fluoropyridine
• CAS No.: 100202-78-6
• Molecular Formula: C6H5BrFN
• Molecular Weight: 190.015
• Hs Code.: 2933399990
• European Community (EC) Number: 815-302-5
• DSSTox Substance ID: DTXSID40553828
• Wikidata: Q82434517
• Mol file: 100202-78-6.mol

Synonyms:2-(Bromomethyl)-6-fluoropyridine;100202-78-6;Pyridine, 2-(bromomethyl)-6-fluoro-;2-bromomethyl-6-fluoropyridine;MFCD09953532;6-(bromomethyl)-2-fluoropyridine;6-Bromomethyl-2-fluoropyridine;6-fluoro-2-bromomethylpyridine;SCHEMBL1022305;2-bromomethyl-6-fluoro-pyridine;DTXSID40553828;ADYKBYXVMBDQQX-UHFFFAOYSA-N;BCP17087;AKOS006311939;CS-W006122;DS-17011;SY046741;EN300-246305;A897548

Chemical Property of 2-(Bromomethyl)-6-fluoropyridine

Chemical Property:

• Boiling Point: 208.8±25.0 °C(Predicted)
• PKA: -2.22±0.12(Predicted)
• PSA: 12.89000
• Density: 1.632±0.06 g/cm3(Predicted)
• LogP: 2.11560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.95894
• Heavy Atom Count: 9
• Complexity: 89.1

Purity/Quality:

97% ^*data from raw suppliers

2-(Bromomethyl)-6-fluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)F)CBr

Technology Process of 2-(Bromomethyl)-6-fluoropyridine

There total 4 articles about 2-(Bromomethyl)-6-fluoropyridine 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: 54.0%

2-fluoro-6-methylpyridine (407-22-7) → 6-(bromomethyl)-2-fluoropyridine (100202-78-6)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 80 ℃; for 3h;

Reference yield: 40.0%

2-fluoro-6-methylpyridine (407-22-7) → 6-(bromomethyl)-2-fluoropyridine (100202-78-6) + 2-fluoro-6-(dibromomethyl)pyridine (1243694-61-2)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; Inert atmosphere; Reflux;

DOI:10.1021/jo101305m

Reference yield:

2-Amino-6-methylpyridine (1824-81-3) → 6-(bromomethyl)-2-fluoropyridine (100202-78-6) + 2-fluoro-6-(dibromomethyl)pyridine (1243694-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; tetrafluoroboric acid / 5 h / 0 °C

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 22 h / 60 °C

With N-Bromosuccinimide; tetrafluoroboric acid; 2,2'-azobis(isobutyronitrile); sodium nitrite; In tetrachloromethane;

DOI:10.1016/j.bioorg.2019.01.037

upstream raw materials:

2-fluoro-6-methylpyridine

2-Amino-6-methylpyridine

Downstream raw materials:

[9-(6-fluoro-pyridin-2-ylmethyl)-6-trifluoromethoxy-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-carbamic acid benzyl ester

5-(4-methoxyphenyl)-2-(2-(N,N-bis((6-fluoropyridin-2-yl)methyl)aminomethyl)-4-pyridyl)oxazole

(6-fluoropyridine-2-yl)methylamine

C₂₀H₂₂FN₅