N-(5-Methylpyridin-2-yl)pivalamide

Base Information

• Chemical Name: N-(5-Methylpyridin-2-yl)pivalamide
• CAS No.: 86847-78-1
• Molecular Formula: C11H16N2O
• Molecular Weight: 192.261
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30400418
• Nikkaji Number: J2.702.900K
• Wikidata: Q82203392
• Mol file: 86847-78-1.mol

Synonyms:N-(5-Methylpyridin-2-yl)pivalamide;86847-78-1;2,2-dimethyl-N-(5-methylpyridin-2-yl)propanamide;6-pivaloylamino 3-picoline;2,2-dimethyl-N-(5-methyl-pyridin-2-yl)-propionamide;SCHEMBL1721767;DTXSID30400418;XUCQZJBNEVIURX-UHFFFAOYSA-N;N-(5-Methyl-2-pyridinyl)pivalamide;MFCD03374646;RB3309;AKOS003862916;SB53981;CS-0195508;5-methyl-2-(2,2,2-trimethylacetamido)pyridine;2,2-Dimethyl-N-(5-methyl-2-pyridyl)propionamide

Chemical Property of N-(5-Methylpyridin-2-yl)pivalamide

Chemical Property:

• PSA: 45.48000
• LogP: 3.02410
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 192.126263138
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

97% ^*data from raw suppliers

N-(5-Methylpyridin-2-yl)pivalamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=C1)NC(=O)C(C)(C)C

Technology Process of N-(5-Methylpyridin-2-yl)pivalamide

There total 2 articles about N-(5-Methylpyridin-2-yl)pivalamide 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: 90.0%

(5-methyl-pyridin-2-yl)amine (1603-41-4) + pivaloyl chloride (3282-30-2) → 2,2-Dimethyl-N-(5-methyl-2-pyridinyl)propanamide (86847-78-1)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol401540k

Reference yield:

5-methyl-2-pivaloylaminopyridine N-oxide (171520-82-4) → 2,2-Dimethyl-N-(5-methyl-2-pyridinyl)propanamide (86847-78-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 15h; under 1551.49 Torr;

DOI:10.1016/j.tetlet.2009.02.071

Reference yield: 81.0%

2,2-Dimethyl-N-(5-methyl-2-pyridinyl)propanamide (86847-78-1) → N-(3-bromo-5-methylpyridin-2-yl)pivaloylamide (850014-30-1)

Guidance literature:

2,2-Dimethyl-N-(5-methyl-2-pyridinyl)propanamide; With n-butyllithium; In tetrahydrofuran; hexane; at -30 - 0 ℃; for 5h;

With 1,1-Dibromoethane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Further stages.;

DOI:10.1016/j.tet.2007.07.028

upstream raw materials:

(5-methyl-pyridin-2-yl)amine

pivaloyl chloride

5-methyl-2-pivaloylaminopyridine N-oxide

Downstream raw materials:

2,2-Dimethyl-N-(3-formyl-5-methyl-2-pyridinyl)propanamide

3-methyl-[1,8]naphthyridine

N-(3-bromo-5-methylpyridin-2-yl)pivaloylamide

C₇H₈N₂O