Ethyl 6-(tert-butyl)-3-cyano-2-hydroxyisonicotinate

Base Information

• Chemical Name: Ethyl 6-(tert-butyl)-3-cyano-2-hydroxyisonicotinate
• CAS No.: 100616-09-9
• Molecular Formula: C₁₃H₁₆N₂O₃
• Molecular Weight: 248.282
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80381849
• Wikidata: Q82172970
• Mol file: 100616-09-9.mol

Synonyms:Ethyl 6-(tert-butyl)-3-cyano-2-hydroxyisonicotinate;100616-09-9;ethyl 6-tert-butyl-3-cyano-2-oxo-1H-pyridine-4-carboxylate;ethyl 6-tert-butyl-3-cyano-2-hydroxyisonicotinate;Maybridge1_006058;Oprea1_150543;HMS558L08;DTXSID80381849;ethyl 6-tert-butyl-3-cyano-2-hydroxypyridine-4-carboxylate;MFCD00173781;MFCD26131761;AKOS015892278;AKOS024254523;CCG-254182;CS-0298923;FT-0612101;EN300-734235;ethyl 6-tert-butyl-3-cyano-2-oxo-1,2-dihydropyridine-4-carboxylate;4-Pyridinecarboxylicacid,3-cyano-6-(1,1-dimethylethyl)-1,2-dihydro-2-oxo-,ethyl ester

Chemical Property of Ethyl 6-(tert-butyl)-3-cyano-2-hydroxyisonicotinate

Chemical Property:

• Vapor Pressure: 2.69E-06mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 390.2 °C at 760 mmHg
• Flash Point: 189.8 °C
• PSA: 83.21000
• Density: 1.16 g/cm³
• LogP: 2.13308
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 248.11609238
• Heavy Atom Count: 18
• Complexity: 498

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl6-(tert-butyl)-3-cyano-2-hydroxyisonicotinate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=O)NC(=C1)C(C)(C)C)C#N

Technology Process of Ethyl 6-(tert-butyl)-3-cyano-2-hydroxyisonicotinate

There total 1 articles about Ethyl 6-(tert-butyl)-3-cyano-2-hydroxyisonicotinate 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:

ethyl trimethylacetopyruvate (13395-36-3) + cyanoacetic acid amide (107-91-5) → 6-tert-butyl-3-cyano-2-hydroxy-isonicotinic acid ethyl ester (100616-09-9)

Guidance literature:

With potassium carbonate; acetone;

DOI:10.1002/hlca.19550380425

Reference yield:

6-tert-butyl-3-cyano-2-hydroxy-isonicotinic acid ethyl ester (100616-09-9) → 2-tert-butyl-6-hydroxy-isonicotinic acid (102015-02-1)

Guidance literature:

With sulfuric acid;

DOI:10.1002/hlca.19550380425

Reference yield:

6-tert-butyl-3-cyano-2-hydroxy-isonicotinic acid ethyl ester (100616-09-9) → 2-(1,1-Dimethylethyl)pyridine-4-carbonitrile (33538-09-9)

Guidance literature:

Multi-step reaction with 5 steps

1: aqueous H₂SO₄

2: PCl₅; POCl₃ / Behandeln des Reaktionsprodukts mit Methanol

3: palladium/charcoal; methanol; potassium acetate / Hydrogenation

4: aqueous NH₃

5: POCl₃ / 120 - 130 °C

With methanol; ammonium hydroxide; palladium on activated charcoal; phosphorus pentachloride; sulfuric acid; potassium acetate; trichlorophosphate;

upstream raw materials:

ethyl trimethylacetopyruvate

cyanoacetic acid amide

Downstream raw materials:

2-tert-butyl-6-hydroxy-isonicotinic acid

2-(1,1-Dimethylethyl)pyridine-4-carbonitrile