6-(Dimethylamino)pyridine-3-carboxylic acid

Base Information

• Chemical Name: 6-(Dimethylamino)pyridine-3-carboxylic acid
• CAS No.: 82846-28-4
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Hs Code.: 2933399090
• European Community (EC) Number: 801-981-5
• NSC Number: 196545
• UNII: 21E3K6C9ZU
• DSSTox Substance ID: DTXSID90232030
• Nikkaji Number: J1.168.730J
• Wikidata: Q27454447
• ChEMBL ID: CHEMBL394288
• Mol file: 82846-28-4.mol

Synonyms:6-(dimethylamino)nicotinic acid;82846-28-4;6-(dimethylamino)pyridine-3-carboxylic acid;3-Pyridinecarboxylic acid, 6-(dimethylamino)-;6-(DIMETHYLAMINO)-3-PYRIDINECARBOXYLIC ACID;6-dimethylaminonicotinic acid;21E3K6C9ZU;NSC-196545;2-(N,N-DIMETHYLAMINO)PYRIDINE-5-CARBOXYLIC ACID;6-(Dimethylamino)-nicotinic acid;46L;NSC196545;NSC 196545;UNII-21E3K6C9ZU;SCHEMBL185127;6-dimethylamino nicotinic acid;6-dimethylamino-nicotinic acid;CHEMBL394288;DTXSID90232030;XWMLEYINWKGSAC-UHFFFAOYSA-N;AMY20967;CS-B1321;AR3311;BBL036745;MFCD07357408;STL559124;AKOS000215148;AB30638;BS-13651;6-(Dimethylamino)nicotinic acid, AldrichCPR;FT-0683722;3-Pyridinecarboxylic acid,6-(dimethylamino)-;EN300-35909;A864332;Q27454447;F8889-8184;Z330799458

Chemical Property of 6-(Dimethylamino)pyridine-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 338.131 °C at 760 mmHg
• Flash Point: 158.296 °C
• PSA: 53.43000
• Density: 1.247g/cm³
• LogP: 0.84580
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

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

6-(Dimethylamino)-3-pyridinecarboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-(Dimethylamino)pyridine-3-carboxylic acid

There total 5 articles about 6-(Dimethylamino)pyridine-3-carboxylic acid 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: 87.0%

6-bromonicotinic acid (6311-35-9) + dimethyl amine (124-40-3) → 6-(dimethylamino)-3-pyridinecarboxylic acid (82846-28-4)

Guidance literature:

In methanol; N,N-dimethyl-formamide; at 130 ℃; for 15h; under pressure;

DOI:10.1002/(sici)1099-0690(199909)1999:9<2293::aid-ejoc2293>3.3.co;2-o

Reference yield: 3.0%

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) + dimethyl amine (124-40-3) → 6-(dimethylamino)-3-pyridinecarboxylic acid (82846-28-4)

Guidance literature:

In isopropyl alcohol; at 180 ℃; for 0.666667h; microwave irradiation;

DOI:10.1016/j.bmcl.2007.09.058

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + 6-dimethylamino-nicotinic acid-(6-dimethylamino-[3]pyridylamide) → 6-(dimethylamino)-3-pyridinecarboxylic acid (82846-28-4) + N2,N2-dimethylpyridine-2,5-diamine (4928-43-2)

Guidance literature:

upstream raw materials:

6-Chloro-3-pyridinecarboxylic acid

dimethyl amine

6-bromonicotinic acid

hydrogenchloride

Downstream raw materials:

6-dimethylamino-nicotinoyl chloride

C₃₃H₃₈N₆O₄

Refernces

• 1、 Skinner, Philip J.,Cherrier, Martin C.,Webb, Peter J.,Sage, Carleton R.,Dang, Huong T.,Pride, Cameron C.,Chen, Ruoping,Tamura, Susan Y.,Richman, Jeremy G.,Connolly, Daniel T.,Semple, Graeme. "3-Nitro-4-amino benzoic acids and 6-amino nicotinic acids are highly selective agonists of GPR109b". . p. 6619 - 6622. Retrieved 2008/04/02.
• 2、 -. "Antivirals". . . Retrieved 2008/06/13.