2-Pivaloylamino-3-(alpha-hydroxybenzyl)pyridine

Base Information

• Chemical Name: 2-Pivaloylamino-3-(alpha-hydroxybenzyl)pyridine
• CAS No.: 86847-67-8
• Molecular Formula: C17H20N2O2
• Molecular Weight: 284.358
• DSSTox Substance ID: DTXSID80395426
• Mol file: 86847-67-8.mol

Synonyms:86847-67-8;2-Pivaloylamino-3-(alpha-hydroxybenzyl)pyridine;N-[3-[hydroxy(phenyl)methyl]pyridin-2-yl]-2,2-dimethylpropanamide;5P-345S;N-(3-(Hydroxy(phenyl)methyl)pyridin-2-yl)pivalamide;N-{3-[hydroxy(phenyl)methyl]pyridin-2-yl}-2,2-dimethylpropanamide;starbld0025633;2-Pivaloylamino-3-(|A-hydroxybenzyl)pyridine;DTXSID80395426;AKOS005094105;2-Pivaloylamino-3-(?-hydroxybenzyl)pyridine;FT-0673955;2-Pivaloylamino-3-( alpha -hydroxybenzyl)pyridine;SR-01000307875;SR-01000307875-1;N-{3-[hydroxy(phenyl)methyl]-2-pyridinyl}-2,2-dimethylpropanamide

Chemical Property of 2-Pivaloylamino-3-(alpha-hydroxybenzyl)pyridine

Chemical Property:

• PSA: 65.71000
• LogP: 3.79740
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 284.152477885
• Heavy Atom Count: 21
• Complexity: 345

Purity/Quality:

98%Min ^*data from raw suppliers

2-Pivaloylamino-3-(α-hydroxybenzyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C(=O)NC1=C(C=CC=N1)C(C2=CC=CC=C2)O
• Uses: 2-Pivaloylamino-3-(α-hydroxybenzyl)pyridine (cas# 86847-67-8) is a compound useful in organic synthesis.

Technology Process of 2-Pivaloylamino-3-(alpha-hydroxybenzyl)pyridine

There total 4 articles about 2-Pivaloylamino-3-(alpha-hydroxybenzyl)pyridine 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: 70.0%

2-(pivaloylamino)pyridine (86847-59-8) + benzaldehyde (100-52-7) → N-<3-(Hydroxyphenylmethyl)-2-pyridinyl>-2,2-dimethylpropanamide (86847-67-8)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; diethyl ether; hexane; 1.) -10 degC, 2 h, 2.) 0 degC, 2 h;

DOI:10.1002/jhet.5570260119

Reference yield:

2-aminopyridine (504-29-0) → N-<3-(Hydroxyphenylmethyl)-2-pyridinyl>-2,2-dimethylpropanamide (86847-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

2: n-BuLi / THF, hexane, 0 deg C to room temp.

With n-butyllithium; triethylamine; In dichloromethane;

DOI:10.1021/jo00168a007

Reference yield:

pivaloyl chloride (3282-30-2) → N-<3-(Hydroxyphenylmethyl)-2-pyridinyl>-2,2-dimethylpropanamide (86847-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

2: n-BuLi / THF, hexane, 0 deg C to room temp.

With n-butyllithium; triethylamine; In dichloromethane;

DOI:10.1021/jo00168a007

upstream raw materials:

2-(pivaloylamino)pyridine

benzaldehyde

2-aminopyridine

pivaloyl chloride

Downstream raw materials:

phenyl (2-pivaloylamino-3-pyridyl) ketone

2-amino-3-benzoylpyridine

5-phenyl-6,7,8,9-tetrahydrobenzo<1,8>naphthiridine

4-phenyl-1,2-dihydropyrido<2,3-d>-2-pyrimidinone