Ethyl 6-chloro-5-methylpicolinate

Base Information

• Chemical Name: Ethyl 6-chloro-5-methylpicolinate
• CAS No.: 178421-21-1
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.63
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40431551
• Wikidata: Q82245463
• Mol file: 178421-21-1.mol

Synonyms:Ethyl 6-chloro-5-methylpicolinate;178421-21-1;Ethyl 6-chloro-5-methylpyridine-2-carboxylate;2-Pyridinecarboxylic acid, 6-chloro-5-methyl-, ethyl ester;Ethyl6-chloro-5-methylpicolinate;SCHEMBL2448187;DTXSID40431551;SBVZGBHQUUQLID-UHFFFAOYSA-N;MFCD17011770;AKOS015843446;DS-2735;AM803375;CS-0035485;Ethyl 6-chloro-5-methyl-2-pyridinecarboxylate;A881395;6-chloro-5-methylpyridine-2-carboxylic acid ethyl ester

Chemical Property of Ethyl 6-chloro-5-methylpicolinate

Chemical Property:

• PSA: 39.19000
• LogP: 2.22010
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 199.0400063
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

97% ^*data from raw suppliers

Ethyl6-chloro-5-methylpicolinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NC(=C(C=C1)C)Cl

Technology Process of Ethyl 6-chloro-5-methylpicolinate

There total 3 articles about Ethyl 6-chloro-5-methylpicolinate 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:

ethanol (64-17-5) + 4,6-dichloro-1-methyl-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-one → 5-methyl-6-chloro-2-pyridinecarboxylic acid ethyl ester (178421-21-1)

Guidance literature:

4,6-dichloro-1-methyl-2-oxa-5-azabicyclo[2.2.2]oct-5-en-3-one; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; at 20 ℃; for 0.0833333h;

ethanol; In chloroform; at 20 ℃; for 0.25h;

Reference yield:

3,5-dichloro-6-methyl-2(H)-1,4-oxazin-2-one (125849-94-7) → 5-methyl-6-chloro-2-pyridinecarboxylic acid ethyl ester (178421-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethene / toluene / 96 h / 40 °C / 760.05 Torr

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / chloroform / 0.08 h / 20 °C

2.2: 0.25 h / 20 °C

With ethene; 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; toluene;

Reference yield:

ethanol (64-17-5) + 4,6-dichloro-1-methyl-2-oxa-5-azabicyclo<2.2.2>oct-5-en-3-one (125849-97-0) → 5-methyl-6-chloro-2-pyridinecarboxylic acid ethyl ester (178421-21-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; Yield given. Multistep reaction; 1.) CHCl₃, RT, 5 min, 2.) CHCl₃, 15 min;

DOI:10.1016/0040-4020(96)00304-3

upstream raw materials:

ethanol

4,6-dichloro-1-methyl-2-oxa-5-azabicyclo<2.2.2>oct-5-en-3-one

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

Downstream raw materials:

2-carboxamide-5-methyl-6-chloropyridine

F 14679

5-methyl-6-methylamino-2-pyridinecarboxaldehyde