3-Bromo-5-(Chloromethyl)Pyridine Hydrochloride

Base Information

• Chemical Name: 3-Bromo-5-(Chloromethyl)Pyridine Hydrochloride
• CAS No.: 120277-69-2
• Molecular Formula: C6H5 Br Cl N
• Molecular Weight: 206.469
• Mol file: 120277-69-2.mol

Synonyms:3-Bromo-5-(chloromethyl)pyridine;5-Bromo-3-pyridylmethyl chloride

Chemical Property of 3-Bromo-5-(Chloromethyl)Pyridine Hydrochloride

Chemical Property:

• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 264.965ºC at 760 mmHg
• PKA: 2.10±0.20(Predicted)
• Flash Point: 114.047ºC
• PSA: 12.89000
• Density: 1.632g/cm3
• LogP: 3.38490
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

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

3-Bromo-5-(chloromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 20/21/22-34
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Bromo-5-(Chloromethyl)Pyridine Hydrochloride

There total 3 articles about 3-Bromo-5-(Chloromethyl)Pyridine Hydrochloride 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: 93.0%

(5-bromopyridin-3-yl)methanol (37669-64-0) → 5-bromo-pyridin-3-ylmethyl chloride (120277-69-2)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 20 ℃;

Reference yield:

5-bromo-3-pyridinecarboxylic acid (20826-04-4) → 5-bromo-pyridin-3-ylmethyl chloride (120277-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C

2.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C / Cooling with ice

With thionyl chloride; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm201657x

Reference yield:

5-bromopyridine-3-carbaldehyde (113118-81-3) → 5-bromo-pyridin-3-ylmethyl chloride (120277-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 1 h / 0 °C

2: thionyl chloride / dichloromethane / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; thionyl chloride; In methanol; dichloromethane;

upstream raw materials:

(5-bromopyridin-3-yl)methanol

5-bromo-3-pyridinecarboxylic acid

5-bromopyridine-3-carbaldehyde

Downstream raw materials:

3-bromo-5-(iodomethyl)pyridine

(5-bromo-3-pyridinyl)methylamine

3-bromo-5-(tert-butoxycarbonyl)aminomethylpyridine

1-(5-(5-phenyl-4-(pyridin-2-ylmethylamino)quinazolin-2-yl)pyridin-3-yl)cyclopropanecarbonitrile

Refernces

• 1、 Mukherjee, Paramita,Li, Huiying,Sevrioukova, Irina,Chreifi, Georges,Martásek, Pavel,Roman, Linda J.,Poulos, Thomas L.,Silverman, Richard B.. "Novel 2,4-disubstituted pyrimidines as potent, selective, and cell-permeable inhibitors of neuronal nitric oxide synthase". . p. 1067 - 1088. Retrieved 2015/03/04.
• 2、 -. "DIHYDROQUINOLINE-2-ONE DERIVATIVES". Paragraph 0586; 0587. . Retrieved 2013/03/28.