2,6-Dimethyl-nicotinic acid methyl ester

Base Information

• Chemical Name: 2,6-Dimethyl-nicotinic acid methyl ester
• CAS No.: 127067-18-9
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.192
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00564551
• Nikkaji Number: J2.646.514A
• Wikidata: Q82449286
• Mol file: 127067-18-9.mol

Synonyms:127067-18-9;2,6-DIMETHYL-NICOTINIC ACID METHYL ESTER;Methyl 2,6-dimethylnicotinate;Methyl 2,6-dimethylpyridine-3-carboxylate;2,6-Dimethyl-3-pyridinecarboxylic Acid Methyl Ester;Methyl2,6-dimethylnicotinate;SCHEMBL12500156;DTXSID00564551;CFA06718;MFCD09701355;AKOS010485996;AT32667;SB32596;CS-0329113;EN300-264711

Chemical Property of 2,6-Dimethyl-nicotinic acid methyl ester

Chemical Property:

• PSA: 39.19000
• LogP: 1.48500
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

97% ^*data from raw suppliers

2,6-Dimethyl-3-pyridinecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C=C1)C(=O)OC)C
• Uses: 2,6-Dimethyl-3-pyridinecarboxylic Acid Methyl Ester is an intermediate in the synthesis of 2,6-Dimethyl-3-pyridinecarboxylic Acid Hydrazide, a compound with potential anti-leishmanial properties. Used in Michael addition reactions.

Technology Process of 2,6-Dimethyl-nicotinic acid methyl ester

There total 7 articles about 2,6-Dimethyl-nicotinic acid methyl ester 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: 90.0%

4-trimethylsilyl-3-butyn-2-one (5930-98-3) + acetoacetic acid methyl ester (105-45-3) → methyl 2,6-dimethylnicotinate (127067-18-9)

Guidance literature:

With ammonium acetate; 1-methyl-1H-imidazolium trifluoroacetate; at 20 ℃; for 24h;

DOI:10.1139/v05-186

Reference yield: 82.0%

methyl vinyl ketone (78-94-4,25038-87-3) + methyl 3-aminocrotonate (14205-39-1) → methyl 2,6-dimethylnicotinate (127067-18-9)

Guidance literature:

In toluene; at 120 ℃; for 3h; Solvent; Temperature; Sealed tube;

DOI:10.1039/c7cc00051k

Reference yield: 72.0%

methyl 2-(1-(hydroxylimino)ethyl)hex-5-ynoate (1201003-25-9) → methyl 2,6-dimethylnicotinate (127067-18-9)

Guidance literature:

methyl 2-(1-(hydroxylimino)ethyl)hex-5-ynoate; With toluene-4-sulfonic acid; In isopropyl alcohol; at 160 ℃; for 5h; Microwave irradiation; Inert atmosphere;

With triethylamine; In isopropyl alcohol;

DOI:10.1002/anie.200903922

upstream raw materials:

4-trimethylsilyl-3-butyn-2-one

acetoacetic acid methyl ester

methyl vinyl ketone

methyl 2-(1-(hydroxylimino)ethyl)hex-5-ynoate