N-(3-Hydroxypyridin-4-yl)-2,2-dimethylpropanamide

Base Information

• Chemical Name: N-(3-Hydroxypyridin-4-yl)-2,2-dimethylpropanamide
• CAS No.: 169205-93-0
• Molecular Formula: C₁₀H₁₄N₂O₂
• Molecular Weight: 194.233
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80434485
• Mol file: 169205-93-0.mol

Synonyms:169205-93-0;N-(3-Hydroxy-pyridin-4-yl)-2,2-dimethyl-propionamide;N-(3-Hydroxypyridin-4-yl)-2,2-dimethylpropanamide;N-(3-HYDROXYPYRIDIN-4-YL)PIVALAMIDE;3-Hydroxy-4-(2,2,2-trimethylacetamido)pyridine;n-octylphenylether;SCHEMBL1190850;Propanamide, N-(3-hydroxy-4-pyridinyl)-2,2-dimethyl-;DTXSID80434485;HZNFSZMIMUTCGG-UHFFFAOYSA-N;MFCD07776841;AKOS006220660;AB42383;TS-02763;CS-0082359;FT-0678273;EN300-255694;A811065;N-(3-hydroxy-4-pyridinyl)-2,2-dimethyl-propionamide;N-(3-Hydroxy-pyridin-4-yl)-2,2-dimethyl-propionamide, AldrichCPR

Chemical Property of N-(3-Hydroxypyridin-4-yl)-2,2-dimethylpropanamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 449.9°Cat760mmHg
• Flash Point: 225.9°C
• PSA: 62.22000
• Density: 1.186g/cm³
• LogP: 1.84480
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 194.105527694
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

97% ^*data from raw suppliers

N-(3-Hydroxy-pyridin-4-yl)-2,2-dimethyl-propionamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C(=O)NC1=C(C=NC=C1)O

Technology Process of N-(3-Hydroxypyridin-4-yl)-2,2-dimethylpropanamide

There total 3 articles about N-(3-Hydroxypyridin-4-yl)-2,2-dimethylpropanamide 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: 67.0%

4-N-pivaloylaminopyridine (70298-89-4) → 3-Hydroxy-4-(pivalolylamino)pyridine (169205-93-0)

Guidance literature:

4-N-pivaloylaminopyridine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; Inert atmosphere;

With trimethylborane; In tetrahydrofuran; hexane; at -78 - 0 ℃;

With dihydrogen peroxide; acetic acid; In tetrahydrofuran; hexane; water; at 0 - 20 ℃; for 18.5h;

Reference yield:

4-aminopyridine (504-24-5) → 3-Hydroxy-4-(pivalolylamino)pyridine (169205-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / triethylamine / CH₂Cl₂

2: n-BuLi; trimethylborate; H₂O₂

With n-butyllithium; Trimethyl borate; dihydrogen peroxide; triethylamine; In dichloromethane;

DOI:10.1016/j.ejmech.2004.09.010

Reference yield:

pivaloyl chloride (3282-30-2) → 3-Hydroxy-4-(pivalolylamino)pyridine (169205-93-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / triethylamine / CH₂Cl₂

2: n-BuLi; trimethylborate; H₂O₂

With n-butyllithium; Trimethyl borate; dihydrogen peroxide; triethylamine; In dichloromethane;

DOI:10.1016/j.ejmech.2004.09.010

upstream raw materials:

4-N-pivaloylaminopyridine

4-aminopyridine

pivaloyl chloride

Downstream raw materials:

2-(Methylthio)oxazolo<5,4-c>pyridine

2-Mercaptooxazolo<5,4-c>pyridine

4-amino-3-hydroxy pyridine