Methyl 4-Methoxynicotinate

Base Information

• Chemical Name: Methyl 4-Methoxynicotinate
• CAS No.: 10177-32-9
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.164
• Hs Code.: 2933399090
• European Community (EC) Number: 640-164-6
• DSSTox Substance ID: DTXSID80443335
• Nikkaji Number: J1.417.626H
• Wikidata: Q82261089
• Mol file: 10177-32-9.mol

Synonyms:Methyl 4-Methoxynicotinate;10177-32-9;Methyl 4-methoxypyridine-3-carboxylate;METHYL4-METHOXYNICOTINATE;methyl 4-methoxy-3-pyridinecarboxylate;3-Pyridinecarboxylic acid, 4-methoxy-, methyl ester;3-chloro-4-nitro(1h)indazole;SCHEMBL9646602;DTXSID80443335;GPYPBIOSNPTCAU-UHFFFAOYSA-N;MFCD09864940;AKOS006345989;PS-5534;BL003265;CS-0038371;FT-0646840;EN300-177901;A897081;W-204426

Chemical Property of Methyl 4-Methoxynicotinate

Chemical Property:

• Vapor Pressure: 0.021mmHg at 25°C
• Melting Point: 83-84 °C
• Refractive Index: 1.504
• Boiling Point: 250.891°C at 760 mmHg
• PKA: 4.51±0.18(Predicted)
• Flash Point: 105.535°C
• PSA: 48.42000
• Density: 1.156g/cm³
• LogP: 0.87680
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

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

Methyl4-Methoxypyridine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=NC=C1)C(=O)OC

Technology Process of Methyl 4-Methoxynicotinate

There total 6 articles about Methyl 4-Methoxynicotinate 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: 63.0%

methanol (67-56-1) + 4-chloronicotinic acid (10177-29-4) → methyl 4-methoxynicotinate (10177-32-9)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

DOI:10.1080/00397919608004536

Reference yield:

3-picoline-N-oxide (1003-73-2) → methyl 4-methoxynicotinate (10177-32-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 51 percent / HNO₃, H₂SO₄ / 2 h

2: 97 percent / HCl, PCl₃ / CHCl₃ / 0.33 h / Heating

3: 65 percent / KMnO₄ / H₂O / 4 h / 80 - 90 °C

4: 63 percent / HCl / 3 h / Heating

With hydrogenchloride; potassium permanganate; sulfuric acid; nitric acid; phosphorus trichloride; In chloroform; water;

DOI:10.1080/00397919608004536

Reference yield:

4-chloro-3-methylpyridine (1681-36-3) → methyl 4-methoxynicotinate (10177-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / KMnO₄ / H₂O / 4 h / 80 - 90 °C

2: 63 percent / HCl / 3 h / Heating

With hydrogenchloride; potassium permanganate; In water;

DOI:10.1080/00397919608004536

upstream raw materials:

methanol

4-chloronicotinic acid

3-picoline-N-oxide

4-chloro-3-methylpyridine

Downstream raw materials:

N-[(1-ethyl-2-pyrrolidinyl)-methyl]-4-methoxynicotinamide

3-hydroxymethyl-4-methoxypyridine

Refernces

• 1、 Leroy,Despres,Bigan,Blondeau. "Syntheses of ortho-hydroxymethylpyridinols and dioxaphosphorino[m,n-x]pyridines". . p. 2257 - 2272. Retrieved 2007/10/03.