N-(2,6-dimethylphenyl)pyridine-2-carboxamide

Base Information

• Chemical Name: N-(2,6-dimethylphenyl)pyridine-2-carboxamide
• CAS No.: 39627-98-0
• Molecular Formula: C14H14N2O
• Molecular Weight: 226.278
• Hs Code.: 2933399090
• European Community (EC) Number: 700-273-2,609-729-4
• UNII: 759503XRFW
• DSSTox Substance ID: DTXSID1068190
• Nikkaji Number: J422.405A
• Wikidata: Q27266364
• Mol file: 39627-98-0.mol

Synonyms:39627-98-0;N-(2,6-Dimethylphenyl)picolinamide;N-(2,6-dimethylphenyl)pyridine-2-carboxamide;N-(2,6-Dimethylphenyl)-2-picolinamide;2',6'-Picolinoxylidide;2-Pyridinecarboxamide, N-(2,6-dimethylphenyl)-;UNII-759503XRFW;N-(2,6-dimethylphenyl)-2-pyridinecarboxamide;759503XRFW;N-(2',6'-Dimethylphenl)-2-pyridine carboxamide;EC 700-273-2;Bupivacaine EP Impurity A;2/',6/'-Picolinoxylidide;Oprea1_054614;DTXSID1068190;SCHEMBL10038817;BCP04081;MFCD02931444;STK948095;AKOS000501608;AS-14815;N-(2,6- Dimethyl phenyl)-2-Picolinamide;CS-0213343;FT-0673896;A824655;AN-329/13268180;Q27266364;Z27073087;BUPIVACAINE HYDROCHLORIDE IMPURITY A [EP IMPURITY];MEPIVACAINE HYDROCHLORIDE IMPURITY C [EP IMPURITY];N-(2 inverted exclamation marka,6 inverted exclamation marka-dimethylphenl)-2-Pyridine carboxamide

Chemical Property of N-(2,6-dimethylphenyl)pyridine-2-carboxamide

Chemical Property:

• Appearance/Colour: White or off white crystalline powder
• Vapor Pressure: 0.00209mmHg at 25°C
• Melting Point: 104 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.624
• Boiling Point: 290.3 °C at 760 mmHg
• PKA: 11.92±0.70(Predicted)
• Flash Point: 129.4 °C
• PSA: 41.99000
• Density: 1.165 g/cm³
• LogP: 3.02370
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 226.110613074
• Heavy Atom Count: 17
• Complexity: 257

Purity/Quality:

99.9% ^*data from raw suppliers

2'',6''-Picolinoxylidide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)C2=CC=CC=N2
• Uses: Bupivacaine impurity.

Technology Process of N-(2,6-dimethylphenyl)pyridine-2-carboxamide

There total 9 articles about N-(2,6-dimethylphenyl)pyridine-2-carboxamide 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: 94.0%

2-picolinic acid hydrochloride (636-80-6) + 2,6-dimethylaniline (87-62-7) → 2-pyridine-carboxamide-N-(2,6-dimethylphenyl) (39627-98-0)

Guidance literature:

2-picolinic acid hydrochloride; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 - 25 ℃; for 5h; Inert atmosphere;

2,6-dimethylaniline; With pyridine; In dichloromethane; at -5 - 20 ℃; for 3h;

Reference yield: 78.0%

2-Picolinic acid (98-98-6) + 2,6-dimethylaniline (87-62-7) → 2-pyridine-carboxamide-N-(2,6-dimethylphenyl) (39627-98-0)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/jo401830k

Reference yield: 65.0%

2-bromo-pyridine (109-04-6) + carbon monoxide (201230-82-2) + 2,6-dimethylaniline (87-62-7) → 2-pyridine-carboxamide-N-(2,6-dimethylphenyl) (39627-98-0)

Guidance literature:

With potassium carbonate; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 120 ℃; for 18h; under 7500.75 Torr;

DOI:10.1021/cs400232b

upstream raw materials:

2-Picolinic acid

chloroformic acid ethyl ester

Pyridine-2-carbothioic acid (2,6-dimethyl-phenyl)-amide

pyridine-2-carbonyl chloride

Downstream raw materials:

Pyridine-2-carbothioic acid (2,6-dimethyl-phenyl)-amide

pipecolic-2-acid-2',6'-xylidide

mepivacaine

2',6'-pipecoloxylidide

Refernces

• 1、 Li, Chen,Qin, Hua-Li. "Rh-Catalyzed Annulative Insertion of Terminal Olefin onto Pyridines via a C-H Activation Strategy Using Ethenesulfonyl Fluoride as Ethylene Provider". supporting information. p. 4495 - 4499. Retrieved 2019/06/27.
• 2、 Wang, Yang,Liu, Haixiong,Zhang, Xiaofeng,Zhang, Zilong,Huang, Deguang. "Experimental and mechanistic insights into copper(ii)-dioxygen catalyzed oxidative: N -dealkylation of N -(2-pyridylmethyl)phenylamine and its derivatives". supporting information. p. 9164 - 9168. Retrieved 2017/11/15.