3-Bromo-4-methylpyridine

Base Information

• Chemical Name: 3-Bromo-4-methylpyridine
• CAS No.: 3430-22-6
• Molecular Formula: C6H6BrN
• Molecular Weight: 172.024
• Hs Code.: 29339900
• European Community (EC) Number: 608-967-6
• DSSTox Substance ID: DTXSID80355828
• Nikkaji Number: J1.803.224D
• Wikidata: Q72447825
• Mol file: 3430-22-6.mol

Synonyms:3-Bromo-4-methylpyridine;3430-22-6;3-Bromo-4-picoline;4-Methyl-3-bromopyridine;PYRIDINE, 3-BROMO-4-METHYL-;3-Bromo-4-methyl-pyridine;MFCD00082592;3-bromo4-methylpyridine;4-methyl-3-bromo-pyridine;3-Bromo-4-methyl pyridine;SCHEMBL314379;DTXSID80355828;3-Bromo-4-methylpyridine, 96%;BCP22140;BBL028165;BR1702;STL373356;AKOS005145593;AB03104;AC-1379;CS-W019971;PS-5750;SY005820;A4793;A6039;A6071;AM20070029;B2831;BB 0263048;FT-0615166;EN300-88064;AC-907/25014109;W-202405;Z1255379175;1-PYRROLIDIN-2-(N-CBZ-N-METHYL)AMINO-2-(3-INDOLE)ETHANE

Chemical Property of 3-Bromo-4-methylpyridine

Chemical Property:

• Appearance/Colour: Clear Liquid
• Refractive Index: n20/D 1.56(lit.)
• Boiling Point: 225.9 °C at 760 mmHg
• PKA: 3.54±0.18(Predicted)
• Flash Point: 90.4 °C
• PSA: 12.89000
• Density: 1.594 g/cm³
• LogP: 2.15250
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform, Methanol
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 170.96836
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

99%min ^*data from raw suppliers

3-Bromo-4-picoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-2636

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=NC=C1)Br
• Uses: An intermediate of pyridinyl pyrrole compounds as proton pump inhibitors with improved gastric acid secretion suppressive activity 3-Bromo-4-methylpyridine may be used as a building block in the preparation of:substituted 4-(2,2-diphenylethyl)pyridine-N-oxides for use as potent phosphodiesterase type 4 (PDE4) inhibitorsbenzodiazepine site ligands bearing tricyclic pyridone moiety for human GABAA receptora novel isomer of ascididemin3-bromopyridine-4-carbonitrile

Technology Process of 3-Bromo-4-methylpyridine

There total 8 articles about 3-Bromo-4-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: 95.0%

3-amino-4-methylpyridine (3430-27-1) → 3-Bromo-4-methylpyridin (3430-22-6)

Guidance literature:

3-amino-4-methylpyridine; With hydrogen bromide; bromine; at -5 ℃;

With sodium nitrite; In water; at 0 ℃;

With sodium hydroxide; In water; at 0 - 20 ℃; for 0.5h; pH=9;

Reference yield: 57.0%

picoline (108-89-4) → 3-Bromo-4-methylpyridin (3430-22-6)

Guidance literature:

picoline; With aluminum (III) chloride; potassium bromide; at 20 ℃; for 1h; Inert atmosphere;

With bromine; at 120 ℃; for 27h; Inert atmosphere;

Reference yield:

3-Bromo-4-methyl-4H-pyridine-1-carboxylic acid phenyl ester (90731-85-4) → 3-Bromo-4-methylpyridin (3430-22-6)

Guidance literature:

With o-tetrachloroquinone; In acetic acid; for 8h; Yield given; Ambient temperature;

upstream raw materials:

3-Bromopyridine

lithium diisopropyl amide

methyl iodide

3-Bromo-4-methyl-4H-pyridine-1-carboxylic acid phenyl ester

Downstream raw materials:

methyl 2-(3-bromopyridin-4-yl)acetate

picoline

3-cyano-4-methylpyridine

3-bromo-4-[3-hydroxypropyl]pyridine

Refernces

• 1、 -. "Method for synthesizing 3-bromoisonicotinic acid intermediate". Paragraph 0009. . Retrieved 2019/07/04.
• 2、 -. "Preparation method for nevirapine intermediate". Paragraph 0067-0069. . Retrieved 2017/05/27.