Methyl 3-methylquinoline-2-carboxylate

Base Information

• Chemical Name: Methyl 3-methylquinoline-2-carboxylate
• CAS No.: 53821-46-8
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30449645
• Nikkaji Number: J774.058A
• Wikidata: Q82269169
• Mol file: 53821-46-8.mol

Synonyms:Methyl 3-methylquinoline-2-carboxylate;53821-46-8;SCHEMBL8905796;DTXSID30449645;QPMSEXVWDWSUNK-UHFFFAOYSA-N;2-Methoxycarbonyl-3-methylquinoline;Methyl3-methylquinoline-2-carboxylate;AKOS022176555;SB69793;EN300-260925;3-Methyl-2-quinolinecarboxylic acid methyl ester;Z1862016110

Chemical Property of Methyl 3-methylquinoline-2-carboxylate

Chemical Property:

• Boiling Point: 138-140 °C(Press: 0.01 Torr)
• PKA: 2.16±0.50(Predicted)
• PSA: 39.19000
• Density: 1.177±0.06 g/cm3(Predicted)
• LogP: 2.32980
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-methylquinoline-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=CC=CC=C2N=C1C(=O)OC

Technology Process of Methyl 3-methylquinoline-2-carboxylate

There total 7 articles about Methyl 3-methylquinoline-2-carboxylate 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: 98.0%

methanol (67-56-1) + 2-chloro-3-methyl-quinoline (57876-69-4) + carbon monoxide (201230-82-2) → methyl 3-methylquinoline-2-carboxylate (53821-46-8)

Guidance literature:

With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; sodium acetate; In N,N-dimethyl-formamide; at 140 ℃; for 48h; under 76000 Torr; Parr bomb;

DOI:10.1016/0040-4039(96)01937-5

Reference yield: 52.0%

→ methyl 3-methylquinoline-2-carboxylate (53821-46-8)

Guidance literature:

Reference yield:

2-Oxobutyric acid (600-18-0) + ethanol (64-17-5) + o-aminobenzaldehyde (529-23-7) → methyl 3-methylquinoline-2-carboxylate (53821-46-8)

Guidance literature:

2-Oxobutyric acid; o-aminobenzaldehyde; With sodium ethanolate; In ethanol; for 20h; Reflux;

ethanol; With sulfuric acid; at 0 ℃; for 20h; Reflux;

With sodium carbonate; In ethanol; at 0 ℃; pH=8 - 9;

upstream raw materials:

methanol

2-chloro-3-methyl-quinoline

carbon monoxide

3-methyl-2-quinolinecarboxylic acid

Downstream raw materials:

8-methyl-7-propionylindolizino[1,2-b]quinoline-9(11H)-one

(S)-mappicine

(R)-4-ethyl-4-hydroxy-1,12-dihydro-14H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-(4H)-dione

camptothecin