4-Bromo-2-chloro-5-methylpyridine

Base Information

• Chemical Name: 4-Bromo-2-chloro-5-methylpyridine
• CAS No.: 867279-13-8
• Molecular Formula: C6H5BrClN
• Molecular Weight: 206.469
• Hs Code.: 2933399090
• European Community (EC) Number: 817-765-9
• DSSTox Substance ID: DTXSID80702237
• Wikidata: Q72453040
• Mol file: 867279-13-8.mol

Synonyms:4-Bromo-2-chloro-5-methylpyridine;867279-13-8;MFCD11100650;SCHEMBL4829874;DTXSID80702237;QGMCCRKFZDLEBP-UHFFFAOYSA-N;AMY10091;4-Bromo-2-chloro-5-methyl-pyridine;BBL103131;STL556941;AKOS015919661;AB63102;CS-W006660;DS-17182;SY032436;FT-0751281;EN300-214871;A863055;J-514629

Chemical Property of 4-Bromo-2-chloro-5-methylpyridine

Chemical Property:

• Boiling Point: 252.3±35.0 °C(Predicted)
• PKA: 0?+-.0.10(Predicted)
• PSA: 12.89000
• Density: 1.624±0.06 g/cm3(Predicted)
• LogP: 2.80590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 204.92939
• Heavy Atom Count: 9
• Complexity: 99.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromo-2-chloro-5-methylpyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=C1Br)Cl
• Uses: 4-Bromo-2-chloro-5-methylpyridine is used in preparation of heterocyclic amide derivatives as anticancer agents.

Technology Process of 4-Bromo-2-chloro-5-methylpyridine

There total 2 articles about 4-Bromo-2-chloro-5-methylpyridine 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:

2-chloro-5-methyl-pyridin-4-ylamine (79055-62-2) → 4-bromo-2-chloro-5-methyl-pyridine (867279-13-8)

Guidance literature:

With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 65 ℃; for 0.166667h;

Reference yield:

2-chloro-5-methyl-4-nitropyridine 1-oxide (60323-96-8) → 4-bromo-2-chloro-5-methyl-pyridine (867279-13-8)

Guidance literature:

Multi-step reaction with 2 steps

1: iron; acetic acid / methanol; tetrahydrofuran / 0.67 h / 30 - 80 °C

2: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 13 h / 0 - 30 °C

With tert.-butylnitrite; iron; acetic acid; copper(ll) bromide; In tetrahydrofuran; methanol; acetonitrile;

Reference yield: 91.4%

4-bromo-2-chloro-5-methyl-pyridine (867279-13-8) + 3-Trifluoromethylphenol (98-17-9) → 2-chloro-5-methyl-4-[3-(trifluoromethyl)phenoxy] pyridine

Guidance literature:

With 2-Picolinic acid; potassium phosphate; copper(l) iodide; In dimethyl sulfoxide; at 120 ℃; for 12h; Inert atmosphere;

upstream raw materials:

2-chloro-5-methyl-pyridin-4-ylamine

2-chloro-5-methyl-4-nitropyridine 1-oxide

Downstream raw materials:

4-(2-chloro-5-methylpyridin-4-yl)-1-(2,4,6-trimethylbenzensulfonyl)-1H-pyrrole-2-carboxylic acid methyl ester

methyl 2-chloro-5-methylisonicotinate

2-chloro-5-methylisonicotinic acid

Refernces

• 1、 -. "PYRIDINE INHIBITORS OF ERK2 AND USES THEREOF". Page/Page column 24; 39-40. . Retrieved 2008/06/13.