Methyl 6-(bromomethyl)nicotinate

Base Information

• Chemical Name: Methyl 6-(bromomethyl)nicotinate
• CAS No.: 131803-48-0
• Molecular Formula: C8H8BrNO2
• Molecular Weight: 230.061
• Hs Code.: 2933399090
• European Community (EC) Number: 692-264-4
• DSSTox Substance ID: DTXSID10927355
• Wikidata: Q72447447
• Mol file: 131803-48-0.mol

Synonyms:methyl 6-(bromomethyl)nicotinate;131803-48-0;methyl 6-(bromomethyl)pyridine-3-carboxylate;6-BROMOMETHYL-NICOTINIC ACID METHYL ESTER;3-Pyridinecarboxylic acid, 6-(bromomethyl)-, methyl ester;methyl6-(bromomethyl)nicotinate;6-Bromomethylnicotinic acid methyl ester;methyl 6-bromomethylnicotinate;MFCD10566280;283173-39-7;methyl6-bromomethylnicotinate;SCHEMBL480126;DTXSID10927355;IRQSKJQDKUAART-UHFFFAOYSA-N;methyl-6-(bromomethyl)-nicotinate;BCP21940;AKOS015851353;AB56164;2-bromomethyl-5-methoxycarbonyl-pyridine;AC-26881;DS-15020;SY027655;methyl 2-bromomethyl-5-pyridine carboxylate;CS-0012617;FT-0682747;Methyl 2-(bromomethyl)pyridine-5-carboxylate;EN300-98177;methyl 6-(bromomethyl) pyridine-3-carboxylate

Chemical Property of Methyl 6-(bromomethyl)nicotinate

Chemical Property:

• Boiling Point: 284.9±30.0℃ (760 Torr)
• PKA: 1.40±0.22(Predicted)
• Flash Point: 126.1±24.6℃
• PSA: 39.19000
• Density: 1.533±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 1.76310
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

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

Methyl6-(Bromomethyl)nicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(C=C1)CBr

Technology Process of Methyl 6-(bromomethyl)nicotinate

There total 8 articles about Methyl 6-(bromomethyl)nicotinate 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: 76.0%

methyl 6-(hydroxymethyl)nicotinate (56026-36-9) → methyl 6-bromomethylnicotinate (131803-48-0)

Guidance literature:

With phosphorus tribromide; In toluene; at 0 - 20 ℃; Heating / reflux;

Reference yield: 67.0%

Methyl 6-methylnicotinate (5470-70-2) → methyl 6-bromomethylnicotinate (131803-48-0)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In Carbon tetrachloride; at 75 ℃; for 12h; Room temperature; Inert atmosphere;

DOI:10.1039/b917692f

Reference yield: 43.0%

→ methyl 6-bromomethylnicotinate (131803-48-0)

Guidance literature:

upstream raw materials:

Methyl 6-methylnicotinate

bis[(2-pyridyl)methyl]amine

6-methylnicotinic acid

methyl 6-(hydroxymethyl)nicotinate

Refernces

• 1、 Hu, Jun-Chao,Huang, Li,Lan, Minhuan,Liu, Hongfang,Liu, Jing,Ren, Ying-Yi,Wang, Feng,Wu, Jin,Xia, Wu,Xing, Xue-Jian. "Artificial photosynthetic assemblies constructed by the self-assembly of synthetic building blocks for enhanced photocatalytic hydrogen evolution". . p. 21690 - 21699. Retrieved 2020.
• 2、 Dolbois, Aymeric,Bedi, Rajiv K.,Bochenkova, Elena,Müller, Anna,Moroz-Omori, Elena V.,Huang, Danzhi,Caflisch, Amedeo. "1,4,9-Triazaspiro[5.5]undecan-2-one Derivatives as Potent and Selective METTL3 Inhibitors". . p. 12738 - 12760. Retrieved 2021/09/13.