Methyl 2-chloro-4-methylnicotinate

Base Information

• Chemical Name: Methyl 2-chloro-4-methylnicotinate
• CAS No.: 217811-63-7
• Molecular Formula: C8H8ClNO2
• Molecular Weight: 185.60762
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90591371
• Nikkaji Number: J2.749.044A
• Wikidata: Q82485125
• Mol file: 217811-63-7.mol

Synonyms:METHYL 2-CHLORO-4-METHYLNICOTINATE;217811-63-7;methyl 2-chloro-4-methylpyridine-3-carboxylate;2-Chloro-4-methyl-nicotinic acid methyl ester;SCHEMBL1563063;DTXSID90591371;RJQVQDYEBIHZKH-UHFFFAOYSA-N;MFCD15146644;SB54286;METHYL2-CHLORO-4-METHYLNICOTINATE;DB-360669;CS-0193049;EN300-175314;Methyl 2-chloro-4-methyl-3-pyridinecarboxylate;Z1255448155

Chemical Property of Methyl 2-chloro-4-methylnicotinate

Chemical Property:

• Boiling Point: 258.2±35.0 °C(Predicted)
• PKA: -0.59±0.10(Predicted)
• PSA: 39.19000
• Density: 1.247±0.06 g/cm3(Predicted)
• LogP: 1.83000
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.0243562
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

≥99.0% ^*data from raw suppliers

Methyl2-chloro-4-methylnicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 2-chloro-4-methylnicotinate

There total 6 articles about Methyl 2-chloro-4-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%

2-chloro-4-iodonicotinic acid methyl ester (185041-05-8) → methyl 2-chloro-4-methylnicotinate (217811-63-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; Trimethylboroxine; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 2h; Inert atmosphere;

Reference yield: 62.0%

methyl 4-bromo-2-chloronicotinate (1064678-14-3) + dimethyl zinc(II) (544-97-8) → methyl 2-chloro-4-methylnicotinate (217811-63-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; toluene; at 70 ℃; for 8h;

DOI:10.1021/jm9002445

Reference yield:

2-chloro-4-methyl-3-pyridinecarboxylic acid (142266-63-5) + methyl iodide (74-88-4) → methyl 2-chloro-4-methylnicotinate (217811-63-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

upstream raw materials:

methyl 4-bromo-2-chloronicotinate

dimethyl zinc(II)

2-chloro-4-iodopyridine

2-chloro-4-iodo-3-pyridinecarboxylic acid

Downstream raw materials:

(2-chloro-4-methyl-pyridin-3-yl)-methanol

2-chloro-4-methyl-3-pyridinecarboxylic acid