2-Methylquinoline-4-carboxamide

Base Information

• Chemical Name: 2-Methylquinoline-4-carboxamide
• CAS No.: 15821-13-3
• Molecular Formula: C11H10 N2 O
• Molecular Weight: 186.213
• Hs Code.: 2933499090
• European Community (EC) Number: 239-917-8
• NSC Number: 81239
• UNII: 5NVK968936
• DSSTox Substance ID: DTXSID50166382
• Nikkaji Number: J248.778K
• Wikidata: Q83035571
• ChEMBL ID: CHEMBL1383215
• Mol file: 15821-13-3.mol

Synonyms:2-Methylquinoline-4-carboxamide;15821-13-3;4-Quinolinecarboxamide, 2-methyl-;2-Methylcinchoninamide;2-Methyl-4-quinolinecarboxamide;Cinchoninamide, 2-methyl-;EINECS 239-917-8;NSC-81239;5NVK968936;EC 239-917-8;2-Methyl-quinoline-4-carboxylic acid amide;AH 1653;Enamine_001119;ChemDiv2_003513;Oprea1_224812;Oprea1_333517;MLS000055040;SCHEMBL7719697;CHEMBL1383215;NIOSH/VB1172700;UNII-5NVK968936;DTXSID50166382;HMS1378P15;HMS1397C19;HMS2486G12;NSC81239;MFCD00023982;NSC 81239;STK731394;AKOS000116697;CCG-103128;SB68062;LS-05117;SMR000065847;LS-141455;CS-0447457;FT-0684034;VB11727000;EN300-03859;AE-641/02605035;SR-01000389088;SR-01000389088-1;Z33546322

Chemical Property of 2-Methylquinoline-4-carboxamide

Chemical Property:

• Vapor Pressure: 1.46E-05mmHg at 25°C
• Boiling Point: 366.5°C at 760 mmHg
• Flash Point: 175.4°C
• PSA: 55.98000
• Density: 1.227g/cm³
• LogP: 2.34240
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.079312947
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

99.9% ^*data from raw suppliers

2-Methylquinoline-4-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C(=C1)C(=O)N

Technology Process of 2-Methylquinoline-4-carboxamide

There total 9 articles about 2-Methylquinoline-4-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: 100.0%

2-methylquinoline (91-63-4) + formamide (77287-34-4,77287-35-5,60100-09-6) → 2-methylquinoline-4-carboxamide (15821-13-3)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; titanium(IV) oxide; for 5h; sunlight irradiation;

DOI:10.1039/b306140j

Reference yield: 55.0%

2-methylquinoline (91-63-4) + oxamic acid (471-47-6) → 2-methylquinoline-4-carboxamide (15821-13-3)

Guidance literature:

With ammonium peroxydisulfate; In water; dimethyl sulfoxide; at 40 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.9b02679

Reference yield: 29.0%

2-methylquinoline N-oxide (1076-28-4) + formamide (77287-34-4,77287-35-5,60100-09-6) → 2-methylquinoline (91-63-4) + 2-methylquinoline-4-carboxamide (15821-13-3) + 3,5-bis(2-quinolyl)pyridine (64858-33-9)

Guidance literature:

at 190 - 205 ℃; for 3h; Product distribution;

upstream raw materials:

2-methylquinoline-4-carboxylic acid

methyl 2-methylquinoline-4-carboxylate

ethyl 2-methylquinoline-4-carboxylate

indole-2,3-dione

Downstream raw materials:

2-methylquinoline-4-carbonitrile

2-methylquinoline-4-carboxylic acid

(2-methyl-1,2,3,4-tetrahydro-[4]quinolyl)-phenyl-methanol

(2-methylquinolin-4-yl)(phenyl)methanone

Refernces

• 1、 Westwood, Matthew T.,Lamb, Claire J. C.,Sutherland, Daniel R.,Lee, Ai-Lan. "Metal-, Photocatalyst-, and Light-Free Direct C-H Acylation and Carbamoylation of Heterocycles". supporting information. p. 7119 - 7123. Retrieved 2019/09/03.
• 2、 -. "New Somatostatin receptor subtype 4 (SSTR4) agonists". Paragraph 0455; 0456; 0457; 0458. . Retrieved 2014/12/09.