2,2-Dimethyl-N-pyridin-3-yl-propionamide

Base Information

• Chemical Name: 2,2-Dimethyl-N-pyridin-3-yl-propionamide
• CAS No.: 70298-88-3
• Molecular Formula: C10H14N2O
• Molecular Weight: 178.234
• Hs Code.: 2933399090
• European Community (EC) Number: 679-008-7
• DSSTox Substance ID: DTXSID10405289
• Nikkaji Number: J1.467.138B
• Wikidata: Q72504419
• Mol file: 70298-88-3.mol

Synonyms:70298-88-3;2,2-Dimethyl-N-pyridin-3-yl-propionamide;N-(PYRIDIN-3-YL)PIVALAMIDE;2,2-Dimehtyl-N-pyridin-3-yl-propionamide;2,2-dimethyl-N-(pyridin-3-yl)propanamide;2,2-dimethyl-N-pyridin-3-ylpropanamide;2,2-DIMETHYL-N-(3-PYRIDYL)PROPIONAMIDE;MFCD00996243;2,2-dimethyl-N-(3-pyridinyl)propanamide;PROPANAMIDE, 2,2-DIMETHYL-N-3-PYRIDINYL-;n-3-pyridylpivalamide;2,2-dimethyl-N-(3-pyridyl)propanamide;2,2-dimethyl-N-pyridin-3-yl-propanamide;N-(3-Pyridyl)pivalamide;SCHEMBL391683;3-(PIVALOYLAMINO)PYRIDINE;DTXSID10405289;VQXVCVTZSTYIMG-UHFFFAOYSA-N;VCA29888;AKOS003854504;AB07935;CS-W002723;DS-0908;FS-3066;2,2-Dimethyl-N-pridin-3-ylpropanamide;SY020958;N-(pyridin-3-yl)-2,2-dimethylpropanamide;AM20061705;FT-0649874;P2109;EN300-140707;A836837;2,2-Dimethyl-N-pyridin-3-yl-propionamide, AldrichCPR

Chemical Property of 2,2-Dimethyl-N-pyridin-3-yl-propionamide

Chemical Property:

• Vapor Pressure: 0.000104mmHg at 25°C
• Melting Point: 129-131℃
• Refractive Index: 1.547
• Boiling Point: 337.5 °C at 760 mmHg
• PKA: 14.19±0.70(Predicted)
• Flash Point: 157.9 °C
• PSA: 41.99000
• Density: 1.078 g/cm³
• LogP: 2.13920
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 178.110613074
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-(3-Pyridyl)pivalamide >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,2-Dimethyl-N-pyridin-3-yl-propionamide

There total 6 articles about 2,2-Dimethyl-N-pyridin-3-yl-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%

pyridin-3-ylamine (462-08-8) + pivaloyl chloride (3282-30-2) → N-(pyridin-3-yl)pivalamide (70298-88-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; diethyl ether; for 1h; Ambient temperature;

Reference yield: 89.0%

N-tert-butyl-N'-(3-pyridinyl)-S-phenylisothiourea + Trimethylacetic acid (75-98-9) → N-(pyridin-3-yl)pivalamide (70298-88-3)

Guidance literature:

With iron(III)-acetylacetonate; In isopropyl alcohol; at 83 ℃; for 24h; Microwave irradiation;

DOI:10.1021/acs.orglett.6b02247

Reference yield: 84.0%

pyridin-3-ylamine (462-08-8) + 2,2-dimethyl-propanol-1 (75-84-3) → N-(pyridin-3-yl)pivalamide (70298-88-3)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2,2-Trifluoroacetophenone; cesium acetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 80 ℃; for 48h;

DOI:10.1021/acscatal.6b02541

upstream raw materials:

pyridin-3-ylamine

pivaloyl chloride

Trimethylacetic acid

2,2-dimethylpropionamide

Downstream raw materials:

4-(2,4-difluorophenyl)-8-(2,6-difluorophenyl)-1,7-naphthyridine-2-carboxylic acid

4-(2,4-difluorophenyl)-8-(2,6-difluorophenyl)-1,7-naphthyridin-2-amine

3-(2,4-difluorophenyl)-3-[3-(2,2-dimethylpropionylamino)-2-(2-methylphenyl)pyridin-4-yl]-3-hydroxypropionic acid tert-butyl ester

N-[4-(2,4-difluorobenzoyl)-2-(2-methylphenyl)-pyridin-3-yl]-2,2-dimethylpropionamide

Refernces

• 1、 -. "Quinolinones as Inhibitors of Translation Initiation Complex". Paragraph 0525; 0526. . Retrieved 2018/03/25.
• 2、 Zhu, Yan-Ping,Sergeyev, Sergey,Franck, Philippe,Orru, Romano V. A.,Maes, Bert U. W.. "Amine Activation: Synthesis of N-(Hetero)arylamides from Isothioureas and Carboxylic Acids". supporting information. p. 4602 - 4605. Retrieved 2016/09/28.