Methyl 2,6-dichloro-3-methylisonicotinate

Base Information

• Chemical Name: Methyl 2,6-dichloro-3-methylisonicotinate
• CAS No.: 125849-96-9
• Molecular Formula: C₈H₇Cl₂NO₂
• Molecular Weight: 220.055
• European Community (EC) Number: 892-793-2
• DSSTox Substance ID: DTXSID00559407
• Wikidata: Q82442112
• Mol file: 125849-96-9.mol

Synonyms:methyl 2,6-dichloro-3-methylisonicotinate;125849-96-9;methyl 2,6-dichloro-3-methylpyridine-4-carboxylate;SCHEMBL12701205;DTXSID00559407;methyl2,6-dichloro-3-methylisonicotinate;CS-0099753;G14759;4-Pyridinecarboxylic acid, 2,6-dichloro-3-methyl-, methyl ester

Chemical Property of Methyl 2,6-dichloro-3-methylisonicotinate

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 218.9853839
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

Methyl2,6-dichloro-3-methylisonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(N=C(C=C1C(=O)OC)Cl)Cl

Technology Process of Methyl 2,6-dichloro-3-methylisonicotinate

There total 1 articles about Methyl 2,6-dichloro-3-methylisonicotinate 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: 54.0%

3,5-dichloro-6-methyl-2(H)-1,4-oxazin-2-one (125849-94-7) + propynoic acid methyl ester (922-67-8) → methyl 2,6-dichloro-3-methylisonicotinate (125849-96-9) + 2,6-dichloro-5-methylnicotinic acid methyl ester (125850-05-7)

Guidance literature:

In toluene; at 80 ℃; for 120h;

DOI:10.1016/S0040-4039(00)99196-2

Reference yield:

methyl 2,6-dichloro-3-methylisonicotinate (125849-96-9) → methyl 3-(bromomethyl)-2,6-dichloroisonicotinate

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In chloroform; for 4h; Reflux; Inert atmosphere;

Reference yield:

methyl 2,6-dichloro-3-methylisonicotinate (125849-96-9) → (S)-6-chloro-2-ethyl-4-((1-(4-(p-tolyloxy)phenyl)ethyl)amino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one

Guidance literature:

Multi-step reaction with 3 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / chloroform / 4 h / Reflux; Inert atmosphere

2: caesium carbonate / tetrahydrofuran / 12 h / 20 - 30 °C / Inert atmosphere

3: triethylamine / ethylene glycol / 7 h / 150 °C / Inert atmosphere

With N-Bromosuccinimide; caesium carbonate; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; chloroform; ethylene glycol;

upstream raw materials:

3,5-dichloro-6-methyl-2(H)-1,4-oxazin-2-one

propynoic acid methyl ester