Methyl 4-hydroxynicotinate

Base Information

• Chemical Name: Methyl 4-hydroxynicotinate
• CAS No.: 67367-24-2
• Molecular Formula: C7H7NO3
• Molecular Weight: 153.14
• Hs Code.: 2933399090
• European Community (EC) Number: 800-392-0
• DSSTox Substance ID: DTXSID30986646
• Nikkaji Number: J790.057K
• Wikidata: Q72491416
• Mol file: 67367-24-2.mol

Synonyms:Methyl 4-hydroxynicotinate;67367-24-2;methyl 4-oxo-1,4-dihydropyridine-3-carboxylate;67367-25-3;Methyl 4-oxo-1H-pyridine-3-carboxylate;4-Hydroxy-nicotinic acid methyl ester;methyl 4-hydroxypyridine-3-carboxylate;3-Pyridinecarboxylic acid, 4-hydroxy-, methyl ester;MFCD04114270;METHYL4-HYDROXYNICOTINATE;4-Hydroxypyridine-3-carboxylic acid methyl ester;4-Hydroxynicotinic acid methyl ester;EC-000.1410;SCHEMBL2552940;SCHEMBL16694755;DTXSID30986646;IHBXKOZLARNEHF-UHFFFAOYSA-N;MFCD16876324;AKOS006293673;AC-6153;SY308182;TS-02034;CS-0160788;FT-0619366;FT-0650011;D83219;F30285;A835724;3-pyridinecarboxylic acid,1,4-dihydro-4-oxo-,methyl ester;4-Oxo-1,4-dihydro-pyridine-3-carboxylic acid methyl ester

Chemical Property of Methyl 4-hydroxynicotinate

Chemical Property:

• Vapor Pressure: 0.00593mmHg at 25°C
• Refractive Index: 1.517
• Boiling Point: 272.9 °C at 760 mmHg
• PKA: 8.18±0.10(Predicted)
• Flash Point: 118.8 °C
• PSA: 59.42000
• Density: 1.263g/cm³
• LogP: 0.57380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 252

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl4-Hydroxynicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CNC=CC1=O
• Uses: Methyl 4-Hydroxynicotinate is used as a reagent in the synthesis of Trigonelline (T794000); an alkaloid present in coffee and fenugreek presenting phytoestrogenic activity.

Technology Process of Methyl 4-hydroxynicotinate

There total 3 articles about Methyl 4-hydroxynicotinate 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: 86.0%

methanol (67-56-1) + 4-hydroxynicotinic acid (609-70-1) → methyl 4-hydroxypyridine-3-carboxylate (67367-24-2)

Guidance literature:

With sulfuric acid; at 65 ℃; for 16h; Inert atmosphere;

Reference yield:

pyridin-4-ol (626-64-2,157061-69-3) → methyl 4-hydroxypyridine-3-carboxylate (67367-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / 240 °C / 36775.4 Torr

2: concentrated H₂SO₄

With sulfuric acid; potassium carbonate;

Reference yield:

→ methyl 4-hydroxypyridine-3-carboxylate (67367-24-2)

Guidance literature:

4-Acetoxy-3-methoxycarbonyl-pyridin, Luftfeuchtigkeit; 7d;

DOI:10.1021/jo01074a019

upstream raw materials:

methanol

4-hydroxynicotinic acid

pyridin-4-ol

Downstream raw materials:

4-hydroxynicotinamide

Refernces

• 1、 -. "Monoacylglycerol Lipase Modulators". Paragraph 0410; 0624. . Retrieved 2020/04/24.