Methyl 6-(2,2,2-trifluoroethoxy)nicotinate

Base Information

• Chemical Name: Methyl 6-(2,2,2-trifluoroethoxy)nicotinate
• CAS No.: 287979-27-5
• Molecular Formula: C₉H₈F₃NO₃
• Molecular Weight: 235.163
• DSSTox Substance ID: DTXSID60369428
• Wikidata: Q82156499
• Mol file: 287979-27-5.mol

Synonyms:methyl 6-(2,2,2-trifluoroethoxy)nicotinate;287979-27-5;6-(2,2,2-Trifluoroethoxy)nicotinic acid methyl ester;methyl 6-(2,2,2-trifluoroethoxy)pyridine-3-carboxylate;3-Pyridinecarboxylic acid, 6-(2,2,2-trifluoroethoxy)-, methyl ester;Maybridge1_006162;SCHEMBL20474664;HMS559A02;DTXSID60369428;JJRKMEKLZZJTEU-UHFFFAOYSA-N;CCG-52650;MFCD00831623;AS-72303;CS-0098263;FT-0644345;D95684;A876620;SR-01000641869-1

Chemical Property of Methyl 6-(2,2,2-trifluoroethoxy)nicotinate

Chemical Property:

• Vapor Pressure: 0.0365mmHg at 25°C
• Refractive Index: 1.452
• Boiling Point: 241.2 °C at 760 mmHg
• Flash Point: 99.6 °C
• PSA: 48.42000
• Density: 1.325 g/cm³
• LogP: 1.80930
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 235.04562760
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Methyl6-(2,2,2-trifluoroethoxy)nicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CN=C(C=C1)OCC(F)(F)F

Technology Process of Methyl 6-(2,2,2-trifluoroethoxy)nicotinate

There total 1 articles about Methyl 6-(2,2,2-trifluoroethoxy)nicotinate 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:

6-Chloronicotinic acid methyl ester (73781-91-6) + 2,2,2-trifluoroethanol (75-89-8) → 6-(2,2,2-trifluoroethoxy)nicotinic acid methyl ester (287979-27-5)

Guidance literature:

2,2,2-trifluoroethanol; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.5h;

6-Chloronicotinic acid methyl ester; In tetrahydrofuran; acetonitrile; mineral oil; at 70 ℃; for 1.5h;

Reference yield:

6-(2,2,2-trifluoroethoxy)nicotinic acid methyl ester (287979-27-5) → 6-(2,2,2-trifluoroethoxy)pyridine-3-carbaldehyde (159981-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

2: manganese(IV) oxide / dichloromethane / 16 h / 20 °C

With manganese(IV) oxide; lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

Reference yield:

6-(2,2,2-trifluoroethoxy)nicotinic acid methyl ester (287979-27-5) → 6-(2,2,2-trifiuoroethoxy)pyridine-3-carboxylic acid (175204-90-7)

Guidance literature:

6-(2,2,2-trifluoroethoxy)nicotinic acid methyl ester; With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; water; pH=6;

upstream raw materials:

6-Chloronicotinic acid methyl ester

2,2,2-trifluoroethanol

Downstream raw materials:

6-(2,2,2-trifiuoroethoxy)pyridine-3-carboxylic acid

6-(2,2,2-trifluoroethoxy)pyridine-3-carbaldehyde

Refernces

• 1、 -. "INDOLYLMETHYL-MORPHOLINE DERIVATIVES AS KINASE INHIBITORS". Page/Page column 57-58. . Retrieved 2010/12/31.