2-Bromomethyl-6-pyridine carboxylic acid methyl ester

Base Information

• Chemical Name: 2-Bromomethyl-6-pyridine carboxylic acid methyl ester
• CAS No.: 146462-25-1
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Hs Code.: 2933399090
• Mol file: 146462-25-1.mol

Synonyms:6-Bromomethylpyridin-2-carboxylicacid methyl ester;Methyl 6-(bromomethyl)-2-pyridinecarboxylate;2-Pyridinecarboxylicacid, 6-(bromomethyl)-, methyl ester;

Chemical Property of 2-Bromomethyl-6-pyridine carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 0.000454mmHg at 25°C
• Melting Point: 0°C
• Refractive Index: 1.563
• Boiling Point: 314.831 °C at 760 mmHg
• PKA: 0.53±0.10(Predicted)
• Flash Point: 144.205 °C
• PSA: 39.19000
• Density: 1.533 g/cm³
• LogP: 1.76310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2-Bromomethyl-6-pyridinecarboxylicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Bromomethyl-6-pyridine carboxylic acid methyl ester

There total 9 articles about 2-Bromomethyl-6-pyridine carboxylic acid methyl ester 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: 100.0%

methyl 6-(hydroxymethyl)pyridine-2-carboxylate (39977-44-1) → methyl 6-(bromomethyl)picolinate (146462-25-1)

Guidance literature:

With phosphorus tribromide; In chloroform; at 0 - 20 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1002/cjoc.201600223

Reference yield: 79.0%

6-methylpicolinic acid methyl ester (13602-11-4) + 3,5-dimethyl-4-nitro-1H-pyrazole (14531-55-6) → methyl 6-(bromomethyl)picolinate (146462-25-1)

Guidance literature:

6-methylpicolinic acid methyl ester; With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 70 ℃; for 2h;

3,5-dimethyl-4-nitro-1H-pyrazole; With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield: 66.0%

6-methylpicolinic acid methyl ester (13602-11-4) → methyl 6-(bromomethyl)picolinate (146462-25-1)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 5h; Reflux;

upstream raw materials:

6-methylpicolinic acid methyl ester

methyl 6-(hydroxymethyl)pyridine-2-carboxylate

2,6-bis(methoxycarbonyl)pyridine

6-methyl-2-pyridinecarboxylic acid

Downstream raw materials:

methyl 6-(aminomethyl)picolinate

6-{[(tertbutoxycarbonyl)amino]methyl}-2-pyridinecarboxylic acid

cis-methyl 1-<(3,4-dichlorophenyl)acetyl>-6-(1-pyrrolidinylmethyl)-2-piperidinecarboxylate

trans-methyl 1-<(3,4-dichlorophenyl)acetyl>-6-(1-pyrrolidinylmethyl)-2-piperidinecarboxylate

Refernces

• 1、 Kumar, Pawan,Biswas, Sourav,Swain, Abinash,Acharya, Joydev,Kumar, Vierandra,Kalita, Pankaj,Gonzalez, Jessica Flores,Cador, Olivier,Pointillart, Fabrice,Rajaraman, Gopalan,Chandrasekhar, Vadapalli. "Azide-Coordination in Homometallic Dinuclear Lanthanide(III) Complexes Containing Nonequivalent Lanthanide Metal Ions: Zero-Field SMM Behavior in the Dysprosium Analogue". . p. 8530 - 8545. Retrieved 2021.
• 2、 Bai, Mengmeng,Chen, Fangfang,Du, Juan,Kong, Hongtao,Liu, Wentian,Qin, Shangshang,Yao, Hong,Zhang, En,Zhang, Tingting. "H2dpa derivatives containing pentadentate ligands: An acyclic adjuvant potentiates meropenem activity in vitro and in vivo against metallo-β-lactamase-producing Enterobacterales". . . Retrieved 2021.
• 3、 Wang, Hongyan,Xin, Zhijuan,Xiang, Ruijuan,Liu, Si,Gao, Xuewang,Li, Chengbo. "Functional Polypyridine Co Complex as an Efficient Catalyst for Photo-Induced Water Oxidation". . p. 757 - 762. Retrieved 2016.
• 4、 Biswas, Sourav,Das, Sourav,Acharya, Joydev,Kumar, Vierandra,van Leusen, Jan,K?gerler, Paul,Herrera, Juan Manuel,Colacio, Enrique,Chandrasekhar, Vadapalli. "Homometallic DyIII Complexes of Varying Nuclearity from 2 to 21: Synthesis, Structure, and Magnetism". . p. 5154 - 5170. Retrieved 2017.
• 5、 Weekes, David M.,Ramogida, Caterina F.,Jaraquemada-Peláez, Maria De Guadalupe,Patrick, Brian O.,Apte, Chirag,Kostelnik, Thomas I.,Cawthray, Jacqueline F.,Murphy, Lisa,Orvig, Chris. "Dipicolinate Complexes of Gallium(III) and Lanthanum(III)". . p. 12544 - 12558. Retrieved 2016.
• 6、 Choudhary, Neha,Ingham, Aidan,Jaraquemada-Peláez, María De Guadalupe,Kostelnik, Thomas I.,McNeil, Brooke L.,Orvig, Chris,Patrick, Brian O.. "Getting a lead on Pb2+-amide chelators for 203/212Pb radiopharmaceuticals". . p. 11579 - 11595. Retrieved 2021/08/30.