3-methyl-N-quinolin-8-ylbenzamide

Base Information

• Chemical Name: 3-methyl-N-quinolin-8-ylbenzamide
• CAS No.: 443638-87-7
• Molecular Formula: C₁₇H₁₄N₂O
• Molecular Weight: 262.311
• DSSTox Substance ID: DTXSID501322602
• Nikkaji Number: J3.181.168F
• ChEMBL ID: CHEMBL1376566
• Mol file: 443638-87-7.mol

Synonyms:3-methyl-N-quinolin-8-ylbenzamide;3-methyl-N-(8-quinolinyl)benzamide;443638-87-7;MLS001178543;CHEMBL1376566;SCHEMBL19748416;DTXSID501322602;HMS2831H05;3-methyl-N-(quinolin-8-yl)benzamide;AKOS016617129;NCGC00289165-01;SMR000477594;AB00818503-07;AO-854/40094489;Z28487520

Chemical Property of 3-methyl-N-quinolin-8-ylbenzamide

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 262.110613074
• Heavy Atom Count: 20
• Complexity: 344

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C(=O)NC2=CC=CC3=C2N=CC=C3

Technology Process of 3-methyl-N-quinolin-8-ylbenzamide

There total 9 articles about 3-methyl-N-quinolin-8-ylbenzamide 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: 93.0%

8-amino quinoline (578-66-5) + m-Toluic acid (99-04-7) → N-(3-methylbenzoyl)-8-aminoquinoline (443638-87-7)

Guidance literature:

m-Toluic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 25 ℃; for 3h; Schlenk technique; Inert atmosphere;

8-amino quinoline; With triethylamine; In dichloromethane; at 0 - 25 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202100580

Reference yield: 86.0%

8-amino quinoline (578-66-5) + 3-Methylbenzoyl chloride (1711-06-4) → N-(3-methylbenzoyl)-8-aminoquinoline (443638-87-7)

Guidance literature:

8-amino quinoline; With dmap; triethylamine; In dichloromethane; at 0 ℃; for 0.0833333h; Inert atmosphere;

3-Methylbenzoyl chloride; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/adsc.201600177

Reference yield: 67.0%

2,2,2-trifluoro-N-(quinolin-8-yl)acetamide (129476-63-7) + m-tolylmagnesium bromide (28987-79-3) → N-(3-methylbenzoyl)-8-aminoquinoline (443638-87-7)

Guidance literature:

In tetrahydrofuran; at 70 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.9b00583 DOI:10.1021/acs.joc.9b00583

upstream raw materials:

8-amino quinoline

3-Methylbenzoyl chloride

m-Toluic acid

N-quinolin-8-yl-benzamide

Downstream raw materials:

C₂₁H₁₈N₂O₅

5-methyl-N-(quinolin-8-yl)-2-((triisopropylsilyl)ethynyl)-benzamide

N-(quinolin-8-yl)-2-(N-morpholino)-5-methylbenzamide

4-methyl-N-(quinolin-8-yl)-[1,1'-biphenyl]-2-carboxamide