Isoquinoline-5-carbaldehyde

Base Information

• Chemical Name: Isoquinoline-5-carbaldehyde
• CAS No.: 80278-67-7
• Molecular Formula: C10H7NO
• Molecular Weight: 157.172
• Hs Code.: 29334900
• European Community (EC) Number: 625-362-2
• DSSTox Substance ID: DTXSID70426879
• Nikkaji Number: J1.885.565H
• Wikidata: Q72486415
• Mol file: 80278-67-7.mol

Synonyms:isoquinoline-5-carbaldehyde;80278-67-7;Isoquinoline-5-carboxaldehyde;5-isoquinolinecarboxaldehyde;MFCD03412483;5-Formylisoquinoline;SCHEMBL844312;DTXSID70426879;ILRSABOCKMOFGW-UHFFFAOYSA-N;Isoquinoline-5-carboxaldehyde, 96%;AKOS003237555;AB14397;CS-W004003;PS-4734;AC-28076;SY020042;AM20061807;FT-0627512;I0942;EN300-65653;A22588;J-521592;Z1021313732

Chemical Property of Isoquinoline-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 113-116°C
• Refractive Index: 1.687
• Boiling Point: 331.718 °C at 760 mmHg
• PKA: 4.53±0.13(Predicted)
• Flash Point: 162.428 °C
• PSA: 29.96000
• Density: 1.224 g/cm³
• LogP: 2.04730
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.052763847
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isoquinoline-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2)C(=C1)C=O
• Uses: Direct conversion of heteroaryl-carboxaldehydes to acetonitriles by treatment with cyanoethylphosphonate followed by samarium(II) iodide reduction.

Technology Process of Isoquinoline-5-carbaldehyde

There total 9 articles about Isoquinoline-5-carbaldehyde 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: 64.0%

5-bromoisoquinoline (34784-04-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → isoquinoline-5-carboxaldehyde (80278-67-7)

Guidance literature:

5-bromoisoquinoline; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 0.25h; Further stages.;

DOI:10.1021/jm0101545

Reference yield: 64.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) → isoquinoline-5-carboxaldehyde (80278-67-7)

Guidance literature:

5-bromoisoquinoline; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 0.25h;

Reference yield: 51.0%

methyl isoquinoline-5-carboxylate (16675-59-5) → isoquinoline-5-carboxaldehyde (80278-67-7)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 4h;

DOI:10.1021/jm000228x

upstream raw materials:

5-methylisoquinoline

methyl isoquinoline-5-carboxylate

5-bromoisoquinoline

N,N-dimethyl-formamide

Downstream raw materials:

(S)-6-benzyl-4-(cyclopropanecarbonyl)-2-(2-(1-(isoquinolin-5-ylmethyl)piperidin-4-yl)ethyl)-4,5,6,7-tetrahydropyrazolo[4,3-e][1,4]diazepin-8(2H)-one

isoquinoline

1-isoquinolin-5-yl-ethanone

Refernces

• 1、 -. "ISOQUINOLINE COMPOUNDS, A PROCESS FOR THEIR PREPARATION, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM". Paragraph 0218; 0219; 0220; 0221; 0222. . Retrieved 2017/06/12.
• 2、 -. "METHOD OF ADMINISTRATION OF DOPAMINE RECEPTOR AGONISTS". Page/Page column 53. . Retrieved 2008/06/13.