6-Methylisoquinoline

Base Information

• Chemical Name: 6-Methylisoquinoline
• CAS No.: 42398-73-2
• Molecular Formula: C10H9N
• Molecular Weight: 143.188
• Hs Code.: 29334900
• European Community (EC) Number: 255-794-3
• UNII: 3ZAG75WYA8
• DSSTox Substance ID: DTXSID70195199
• Nikkaji Number: J309.910E
• Wikidata: Q69999891
• Mol file: 42398-73-2.mol

Synonyms:6-methylisoquinoline;42398-73-2;6-Methyl-isoquinoline;Isoquinoline, 6-methyl-;EINECS 255-794-3;MFCD09258767;6-Isopropyl-3-formylindole;3ZAG75WYA8;34528-67-1;SCHEMBL2616771;6-methylisoquinoline, AldrichCPR;DTXSID70195199;AKOS006346259;AC-3170;CS-W000538;DS-2068;PS-6085;A6926;AM20051173;FT-0651355;6-(1-Methylethyl)-1H-indole-3-carboxaldehyde;EN300-172829;W-106275;Z1201624992

Chemical Property of 6-Methylisoquinoline

Chemical Property:

• Vapor Pressure: 0.014mmHg at 25°C
• Melting Point: 85.5°C
• Refractive Index: 1.625
• Boiling Point: 266.243 °C at 760 mmHg
• PKA: 5.85±0.10(Predicted)
• Flash Point: 112.269 °C
• PSA: 12.89000
• Density: 1.076 g/cm³
• LogP: 2.54320
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 143.073499291
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

98% ^*data from raw suppliers

6-Methylisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-24/25

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C=NC=C2
• Uses: 6-Methylisoquinoline (cas# 42398-73-2) is a useful reagent for the green preparation of polyfluoroarylated heterocyclic compounds.

Technology Process of 6-Methylisoquinoline

There total 15 articles about 6-Methylisoquinoline 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: 90.0%

2-acetylpyridine (1122-62-9) + 6-bromo-isoquinoline (34784-05-9) → 6-methylisoquinoline (42398-73-2,34528-67-1)

Guidance literature:

With 2.9-dimethyl-1,10-phenanthroline; palladium(II) trifluoroacetate; potassium tert-butylate; In toluene; at 120 ℃; for 20h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02498

Reference yield: 78.0%

chloroformic acid ethyl ester (541-41-3) + 4-methyl-benzaldehyde (104-87-0) + 2,2-dimethoxyethylamine (22483-09-6) → 6-methylisoquinoline (42398-73-2,34528-67-1)

Guidance literature:

4-methyl-benzaldehyde; 2,2-dimethoxyethylamine; In chloroform; at 22 - 65 ℃;

chloroformic acid ethyl ester; With triethyl phosphite; In chloroform; at -3 - 20 ℃; for 23h;

With titanium tetrachloride; In chloroform; at 52 ℃; for 10.5h;

Reference yield: 71.0%

{[(2,2-Dimethoxy-ethyl)-ethoxycarbonyl-amino]-p-tolyl-methyl}-phosphonic acid dimethyl ester → 6-methylisoquinoline (42398-73-2,34528-67-1)

Guidance literature:

With titanium tetrachloride; In dichloromethane; for 36h; Heating;

DOI:10.1021/jo00167a043

upstream raw materials:

4-methyl-benzaldehyde

2,2-diethoxy-ethanamine

6-methyl-1H-indene

2,4,6-Trimethyl-benzenesulfonate2-amino-6-methyl-isoquinolinium;

Downstream raw materials:

2,4,6-Trimethyl-benzenesulfonate2-amino-6-methyl-isoquinolinium;

6-methyl-isoquinolin-1-ol

1-chloro-6-methylisoquinoline

6-methyl-1,2,3,4-tetrahydroisoquinoline

Refernces

• 1、 Wu, Qingsong,Han, Shuaijun,Ren, Xiaoxiao,Lu, Hongtao,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng. "Pd-Catalyzed Alkylation of (Iso)quinolines and Arenes: 2-Acylpyridine Compounds as Alkylation Reagents". supporting information. p. 6345 - 6348. Retrieved 2018/10/20.
• 2、 -. "ISOQUINOLINE-5-CARBOXAMIDE DERIVATIVE HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASE". Paragraph 0143; 0144. . Retrieved 2015/07/15.