Methyl 2-fluoroisonicotinate

Base Information

• Chemical Name: Methyl 2-fluoroisonicotinate
• CAS No.: 455-69-6
• Molecular Formula: C₇H₆FNO₂
• Molecular Weight: 155.129
• Hs Code.: 2933399090
• European Community (EC) Number: 630-609-2
• NSC Number: 402994
• DSSTox Substance ID: DTXSID80323082
• Wikidata: Q82081905
• Mol file: 455-69-6.mol

Synonyms:methyl 2-fluoroisonicotinate;455-69-6;methyl 2-fluoropyridine-4-carboxylate;Methyl2-Fluoroisonicotinate;4-PYRIDINECARBOXYLIC ACID, 2-FLUORO-, METHYL ESTER;2-FLUORO-4-PYRIDINECARBOXYLIC ACID METHYL ESTER;MFCD11656063;4-PYRIDINECARBOXYLIC ACID,2-FLUORO-,METHYL ESTER;NSC402994;SCHEMBL10464528;DTXSID80323082;AKOS011223867;NSC-402994;SB10594;DS-18243;SY047621;A7174;CS-0043947;FT-0659514;Methyl 2-fluoropyridine-4-carboxylate, 97%;EN300-306954;2-fluoro-pyridine-4-carboxylic acid methyl ester;Z902540708;2-(6,7-DIMETHOXY-3,3-DIMETHYL-3,4-DIHYDRO-ISOQUINOLIN-1-YLMETHYLSULFANYL)-BENZOICACID

Chemical Property of Methyl 2-fluoroisonicotinate

Chemical Property:

• Vapor Pressure: 0.0764mmHg at 25°C
• Refractive Index: n20/D 1.488
• Boiling Point: 227.7 °C at 760 mmHg
• PKA: -2.54±0.10(Predicted)
• Flash Point: 91.5 °C
• PSA: 39.19000
• Density: 1.243 g/cm³
• LogP: 1.00730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 155.03825660
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2-fluoroisonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=CC(=NC=C1)F

Technology Process of Methyl 2-fluoroisonicotinate

There total 5 articles about Methyl 2-fluoroisonicotinate 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: 61.0%

4-pyridinecarboxylic acid, methyl ester (2459-09-8) → 2-fluoro-isonicotinic acid methyl ester (455-69-6)

Guidance literature:

With fluorine; In 1,1,2-Trichloro-1,2,2-trifluoroethane; at 0 ℃; for 4h;

DOI:10.1016/S0040-4039(00)95700-9

Reference yield: 26.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-fluoropyridine-4-carboxylic acid (402-65-3) → 2-fluoro-isonicotinic acid methyl ester (455-69-6)

Guidance literature:

In tetrahydrofuran; methanol; dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield:

2-Amino-4-methylpyridine (695-34-1) → 2-fluoro-isonicotinic acid methyl ester (455-69-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium nitrite; aqueous tetrafluoroboric acid / Diazotization

2: KMnO₄; H₂O

With potassium permanganate; tetrafluoroboric acid; water; sodium nitrite;

DOI:10.1021/ja01180a511

upstream raw materials:

diazomethane

2-fluoropyridine-4-carboxylic acid

4-pyridinecarboxylic acid, methyl ester

C₇H₇FNO₂⁽¹⁺⁾*BF₄^(1-)

Downstream raw materials:

2-fluoro-isonicotinic acid hydrazide

2-fluoro-isonicotinic acid amide

2-((4-ethyl-5-(2-fluoropyridin-4-yl)-4H-1,2,4-triazol-3-yl)thio)-N-(4-isopropylphenyl)acetamide

Refernces

• 1、 Umemoto, Teruo,Tomizawa, Ginjiro. "Preparation of 2-Fluoropyridines via Base-Induced Decomposition of N-Fluoropyridinium Salts". . p. 1726 - 1731. Retrieved 2007/10/02.