3-Methylisoquinoline

Base Information

• Chemical Name: 3-Methylisoquinoline
• CAS No.: 1125-80-0
• Molecular Formula: C10H9N
• Molecular Weight: 143.188
• Hs Code.: 29334900
• European Community (EC) Number: 214-412-5
• NSC Number: 4619,475
• UNII: 4QUO6NYB5J
• DSSTox Substance ID: DTXSID2075180
• Nikkaji Number: J43.385C
• Wikidata: Q27260376
• ChEMBL ID: CHEMBL191667
• Mol file: 1125-80-0.mol

Synonyms:3-Methylisoquinoline;1125-80-0;Isoquinoline, 3-methyl-;3-Methyl-isoquinoline;NSC 475;NSC 4619;EINECS 214-412-5;UNII-4QUO6NYB5J;MFCD00024139;4QUO6NYB5J;BRN 0110357;AI3-61888;CHEMBL191667;NSC-475;NSC-4619;5-20-07-00410 (Beilstein Handbook Reference);3-methyl isoquinoline;3-Methyliso-quinoline;3-Methylisoquinoline, 98%;SCHEMBL112229;METHYLISOQUINOLINE, 3-;NSC475;DTXSID2075180;NSC4619;CHEBI:181429;BBL101144;BDBM50159262;STL554940;AKOS004907762;AM83151;GS-6437;NCGC00188142-01;LS-85731;FT-0633371;EN300-97403;W-204788;Q27260376;Z1255419276

Chemical Property of 3-Methylisoquinoline

Chemical Property:

• Vapor Pressure: 0.0436mmHg at 25°C
• Melting Point: 63-65 °C(lit.)
• Refractive Index: 1.624
• Boiling Point: 246 °C at 760 mmHg
• PKA: 5.66±0.30(Predicted)
• Flash Point: 106.7 °C
• PSA: 12.89000
• Density: 1.076 g/cm³
• LogP: 2.54320
• Water Solubility.: 919mg/L(20 oC)
• XLogP3: 2.7
• 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% HPLC ^*data from raw suppliers

3-Methylisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: CC1=CC2=CC=CC=C2C=N1
• Description: The metabolites of 3-methylisoquinoline were separated by adsorption and reversed-phase high-performance liquid chromatography (HPLC).
• Uses: 3-Methylisoquinoline was used to prepare 3-aminoisoquinoline.

Technology Process of 3-Methylisoquinoline

There total 45 articles about 3-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: 93.0%

3-Methyl-1,2,3,4-tetrahydroisoquinoline (29726-60-1) → 3-methylisoquinoline (1125-80-0)

Guidance literature:

With C₂₁H₂₁ClIrNO₂; In tetrahydrofuran; 2,2,2-trifluoroethanol; for 20h; Inert atmosphere;

DOI:10.1002/anie.201300292

Reference yield: 93.0%

Pyruvic aldehyde dimethyl acetal (6342-56-9) + benzylamine (100-46-9) → 3-methylisoquinoline (1125-80-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; for 12h;

DOI:10.1021/op400184f

Reference yield: 72.0%

N-benzyl-α-methylaminoacetal (55064-42-1) → 3-methylisoquinoline (1125-80-0)

Guidance literature:

With chlorosulfonic acid; at 100 ℃; for 0.166667h;

upstream raw materials:

3-methyl-3,4-dihydro-isoquinoline

1-chloro-3-methyl-isoquinoline

[2-(acetylamino-methyl)-phenyl]-acetic acid

acetone enolate ion

Downstream raw materials:

3-methyl-2-(3-trimethylammonio-propyl)-isoquinolinium; dibromide

2-propyl-benzylamine

trans-3-styrylisoquinoline

2-benzoyl-3-methyl-1,2-dihydroisoquinoline-1-carbonitrile

Refernces

• 1、 Chen, Yujie,Huang, Zhibin,Dai, Chenyang,Yang, Shan,Shi, Da-Qing,Zhao, Yingsheng. "Palladium-Catalyzed Isoquinoline Synthesis by Tandem C-H Allylation and Oxidative Cyclization of Benzylamines with Allyl Acetate". . p. 4209 - 4213. Retrieved 2021.
• 2、 -. "Preparation method of isoquinoline compound". Paragraph 0022-0023. . Retrieved 2021/03/07.