Methyl 2-bromo-6-methylnicotinate

Base Information

• Chemical Name: Methyl 2-bromo-6-methylnicotinate
• CAS No.: 885277-48-5
• Molecular Formula: C8H8 Br N O2
• Molecular Weight: 230.061
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00459832
• Nikkaji Number: J2.167.381A
• Wikidata: Q82283689
• Mol file: 885277-48-5.mol

Synonyms:methyl 2-bromo-6-methylnicotinate;885277-48-5;2-BROMO-6-METHYL-NICOTINIC ACID METHYL ESTER;methyl 2-bromo-6-methylpyridine-3-carboxylate;Methyl2-bromo-6-methylnicotinate;SCHEMBL2473278;DTXSID00459832;UWRNYQBIUUVTGB-UHFFFAOYSA-N;MFCD08059327;AKOS016003777;SB21286;AS-30837;2-Bromo-6-methylnicotinic acid methyl ester;AM20061585;CS-0139258;FT-0647315;methyl 2-bromo-6-methyl-3-pyridinecarboxylate;A861947;J-521971

Chemical Property of Methyl 2-bromo-6-methylnicotinate

Chemical Property:

• Vapor Pressure: 0.00848mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 266.8°C at 760 mmHg
• Flash Point: 115.1°C
• PSA: 39.19000
• Density: 1.503g/cm³
• LogP: 1.93910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-6-methyl-nicotinicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C=C1)C(=O)OC)Br

Technology Process of Methyl 2-bromo-6-methylnicotinate

There total 2 articles about Methyl 2-bromo-6-methylnicotinate 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: 79.0%

methanol (67-56-1) + 2-hydroxy-6-methylnicotinic acid (38116-61-9) → methyl 2-bromo-6-methylpyridine-3-carboxylate (885277-48-5)

Guidance literature:

2-hydroxy-6-methylnicotinic acid; With pyridine; phosphorus(V) oxybromide; In chlorobenzene; at 20 ℃; for 1h; Inert atmosphere; Reflux;

methanol; In chlorobenzene; for 1h;

Reference yield:

2-chloro-6-methylnicotinic acid methyl ester (53277-47-7) → methyl 2-bromo-6-methylpyridine-3-carboxylate (885277-48-5)

Guidance literature:

With trimethylsilyl bromide; at 160 ℃; for 0.333333h; Inert atmosphere;

Reference yield: 20.9%

(R)-4-(4-(3-ethynylcyclopent-2-en-1-yl)piperazin-1-yl)benzonitrile + methyl 2-bromo-6-methylpyridine-3-carboxylate (885277-48-5) → (R)-methyl 2-((3-(4-(4-cyanophenyl)piperazin-1-yl)cyclopent-1-en-1-yl)ethynyl)-6-methylnicotinate

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 70 - 85 ℃; for 14h; Inert atmosphere;

upstream raw materials:

methanol

2-hydroxy-6-methylnicotinic acid

2-chloro-6-methylnicotinic acid methyl ester

Downstream raw materials:

2-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-5-one

Refernces

• 1、 -. "NOVEL COMPOUNDS". Page/Page column 31. . Retrieved 2010/06/19.