6-Methoxy-2-methylpyridine-3-carboxylic acid

Base Information

• Chemical Name: 6-Methoxy-2-methylpyridine-3-carboxylic acid
• CAS No.: 1227515-71-0
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.164
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10694171
• Wikidata: Q82623183
• Mol file: 1227515-71-0.mol

Synonyms:6-Methoxy-2-methylpyridine-3-carboxylic acid;1227515-71-0;6-Methoxy-2-methylnicotinic acid;SCHEMBL838850;6-Methoxy-2-methylnicotinicacid;DTXSID10694171;MFCD16611508;AKOS017516119;SB21277;BS-19511;CS-0183609;EN300-7418618;J-518841;W-205151;Z1255389271

Chemical Property of 6-Methoxy-2-methylpyridine-3-carboxylic acid

Chemical Property:

• PSA: 59.42000
• LogP: 1.09680
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

99%, ^*data from raw suppliers

6-Methoxy-2-methylpyridine-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=N1)OC)C(=O)O

Technology Process of 6-Methoxy-2-methylpyridine-3-carboxylic acid

There total 4 articles about 6-Methoxy-2-methylpyridine-3-carboxylic acid 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: 79.8%

carbon dioxide (124-38-9,18923-20-1) + 3-bromo-6-methoxy-2-methylpyridine (126717-59-7) → 6-methoxy-2-methylnicotinic acid (1227515-71-0)

Guidance literature:

3-bromo-6-methoxy-2-methylpyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; at -78 - 25 ℃; for 1h; under 775.743 Torr;

Reference yield: 70.0%

ethyl 6-methoxy-2-methylnicotinate (173261-76-2) → 6-methoxy-2-methylnicotinic acid (1227515-71-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2018.01.058

Reference yield:

diethyl (E)-4-(1-iminoethyl)pent-2-enedioate → 6-methoxy-2-methylnicotinic acid (1227515-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium tert-butylate / N,N-dimethyl-formamide / 16 h / 160 °C

2: silver carbonate / 16 h / 50 °C

3: lithium hydroxide / methanol; tetrahydrofuran; water / 16 h / 20 °C

With potassium tert-butylate; silver carbonate; lithium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2018.01.058

upstream raw materials:

ethyl 2-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

ethyl 6-methoxy-2-methylnicotinate

carbon dioxide

3-bromo-6-methoxy-2-methylpyridine

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