N-[6-(2,2-Dimethyl-propionylamino)-pyridin-2-yl]-2,2-dimethyl-propionamide

Base Information

• Chemical Name: N-[6-(2,2-Dimethyl-propionylamino)-pyridin-2-yl]-2,2-dimethyl-propionamide
• CAS No.: 101630-94-8
• Molecular Formula: C15H23N3O2
• Molecular Weight: 277.367
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00393601
• Nikkaji Number: J568.884A
• Wikidata: Q82192411
• ChEMBL ID: CHEMBL4950293
• Mol file: 101630-94-8.mol

Synonyms:101630-94-8;N-[6-(2,2-Dimethyl-propionylamino)-pyridin-2-yl]-2,2-dimethyl-propionamide;2,6-Dipivalamidopyridine;N,N'-(PYRIDINE-2,6-DIYL)BIS(2,2-DIMETHYLPROPANAMIDE);N-[6-(2,2-dimethylpropanoylamino)pyridin-2-yl]-2,2-dimethylpropanamide;MFCD00416154;2,6-BIS[(2,2-DIMETHYLPROPANOYL)AMINO]PYRIDINE;N-[6-(2,2-Dimethylpropionylamino)pyridin-2-yl]-2,2-dimethylpropionamide;CBDivE_010968;Propanamide, N,N'-2,6-pyridinediylbis[2,2-dimethyl-;Oprea1_062221;SCHEMBL921576;2,6-bis(pivaloylamino)pyridine;CHEMBL4950293;DTXSID00393601;VPAGSMLGPQXYME-UHFFFAOYSA-N;BEA63094;AC2687;N-[6-(2,2-dimethylpropanamido)pyridin-2-yl]-2,2-dimethylpropanamide;AKOS003888751;AB05962;N,N'-(Pyridine-2,6-diyl)dipivalamide;SY225459;TS-00957;CS-0089819;FT-0678277;N-(6-(2,2-dimethylpropionylamino)pyridin-2-yl)-2,2-dimethylpropionic acid amide;N-[6-(2,2-Dimethyl-propionylamino)-pyridin-2-yl]-2,2-dimethyl-propionamide, AldrichCPR

Chemical Property of N-[6-(2,2-Dimethyl-propionylamino)-pyridin-2-yl]-2,2-dimethyl-propionamide

Chemical Property:

• Vapor Pressure: 2.58E-10mmHg at 25°C
• Boiling Point: 504.8oC at 760 mmHg
• PKA: 13.13±0.70(Predicted)
• Flash Point: 259.1oC
• PSA: 71.09000
• Density: 1.118g/cm3
• LogP: 3.19680
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 277.17902698
• Heavy Atom Count: 20
• Complexity: 332

Purity/Quality:

98%min ^*data from raw suppliers

N-[6-(2,2-Dimethyl-propionylamino)-pyridin-2-yl]-2,2-dimethyl-propionamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-[6-(2,2-Dimethyl-propionylamino)-pyridin-2-yl]-2,2-dimethyl-propionamide

There total 2 articles about N-[6-(2,2-Dimethyl-propionylamino)-pyridin-2-yl]-2,2-dimethyl-propionamide 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: 99.0%

2.6-diaminopyridine (141-86-6) + pivaloyl chloride (3282-30-2) → N,N'-2,6-pyridinediylbis<2,2-dimethylpropanamide> (101630-94-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Cooling with ice;

DOI:10.1021/jo402500a

Reference yield:

2.6-diaminopyridine (141-86-6) + 2,2-dimethylpropanoic anhydride (1538-75-6) → N,N'-2,6-pyridinediylbis<2,2-dimethylpropanamide> (101630-94-8)

Guidance literature:

In pyridine; for 2h; Heating;

DOI:10.1021/ja00272a027

Reference yield: 54.0%

N,N'-2,6-pyridinediylbis<2,2-dimethylpropanamide> (101630-94-8) + 2,6-difluorobenzoylchloride (18063-02-0) → N-[3-(2,6-difluorobenzoyl)-6-[(2,2-dimethyl-1-oxopropyl)amino]-2-pyridinyl]-2,2-dimethylpropanamide (852997-59-2)

Guidance literature:

N,N'-2,6-pyridinediylbis<2,2-dimethylpropanamide>; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In hexane; tert-butyl methyl ether; at -15 - 15 ℃; for 16h;

2,6-difluorobenzoylchloride; In hexane; tert-butyl methyl ether; at -5 - 0 ℃; for 3h;

upstream raw materials:

2.6-diaminopyridine

pivaloyl chloride

2,2-dimethylpropanoic anhydride

Downstream raw materials:

N-[3-benzoyl-6-(2,2-dimethyl-propionylamino)-pyridin-2-yl]-2,2-dimethyl-propionamide

N-[6-(2,2-dimethyl-propionylamino)-3-(2-fluoro-benzoyl)-pyridin-2-yl]-2,2-dimethyl-propionamide

N-[3-(2,6-difluorobenzoyl)-6-[(2,2-dimethyl-1-oxopropyl)amino]-2-pyridinyl]-2,2-dimethylpropanamide

(2,6-diamino-3-pyridinyl)phenylmethanone

Refernces

• 1、 -. "NOVEL ANTIMALARIAL AGENT CONTAINING HETEROCYCLIC COMPOUND". Paragraph 0057; 0071-0072. . Retrieved 2021/07/31.
• 2、 Fosu, Stacy C.,Hambira, Chido M.,Chen, Andrew D.,Fuchs, James R.,Nagib, David A.. "Site-Selective C–H Functionalization of (Hetero)Arenes via Transient, Non-symmetric Iodanes". supporting information. p. 417 - 428. Retrieved 2019/02/14.