Quinoline-5-carbaldehyde

Base Information

• Chemical Name: Quinoline-5-carbaldehyde
• CAS No.: 22934-41-4
• Molecular Formula: C10H7NO
• Molecular Weight: 157.172
• Hs Code.: 2933499090
• European Community (EC) Number: 681-853-1
• DSSTox Substance ID: DTXSID20393486
• Nikkaji Number: J1.885.563A
• Wikidata: Q72505847
• Mol file: 22934-41-4.mol

Synonyms:Quinoline-5-carbaldehyde;22934-41-4;Quinoline-5-carboxaldehyde;5-quinolinecarboxaldehyde;MFCD00805835;5-QUINOLINECARBALDEHYDE;Quinoline-5-carbaldehyde(QUC);SCHEMBL1071836;Quinoline-5-carbaldehyde (QUC);DTXSID20393486;BNEVFKZLYCGDFG-UHFFFAOYSA-N;5-Quinolinecarbaldehyde, AldrichCPR;AMY13895;BBL100198;STL411735;AKOS000270284;AB07320;AC-2553;AS-33018;BP-20325;BB 0260606;CS-0187625;FT-0638269;EN300-155251;A816434;W-206790;Z1079442760

Chemical Property of Quinoline-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.00047mmHg at 25°C
• Melting Point: 95-96 °C
• Refractive Index: 1.687
• Boiling Point: 314.316 °C at 760 mmHg
• PKA: 3.94±0.12(Predicted)
• Flash Point: 151.879 °C
• PSA: 29.96000
• Density: 1.224 g/cm³
• LogP: 2.04730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.1
• 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:

99% ^*data from raw suppliers

Quinoline-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CC=NC2=C1)C=O
• Uses: Quinoline-5-carboxaldehyde is used as a precursor in the preparation of pharmaceuticals.

Technology Process of Quinoline-5-carbaldehyde

There total 3 articles about Quinoline-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: 66.0%

5-bromoquinoline (4964-71-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → quinoline-5-carbaldehyde (22934-41-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

DOI:10.1016/j.ejmech.2018.11.004

Reference yield:

5-methylquinoline (7661-55-4) → quinoline-5-carbaldehyde (22934-41-4) + quinoline-5-carboxylic acid (7250-53-5)

Guidance literature:

With selenium(IV) oxide;

Reference yield:

→ quinoline-5-carbaldehyde (22934-41-4) + 2-[(5-quinolinyl)methyl]amino-N-[3-(trifluoromethyl)phenyl]benzamide

Guidance literature:

upstream raw materials:

5-methylquinoline

5-bromoquinoline

N,N-dimethyl-formamide

Downstream raw materials:

1-(quinolin-5-yl)ethan-1-ol

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

N-(3-fluorobenzyl)-1-(1-(quinolin-5-yl)ethyl)piperidine-4-carboxamide

C₃₀H₂₄Cl₂N₄O₅

Refernces

• 1、 Brindisi, Margherita,Ulivieri, Cristina,Alfano, Gloria,Gemma, Sandra,de Asís Balaguer, Francisco,Khan, Tuhina,Grillo, Alessandro,Chemi, Giulia,Menchon, Grégory,Prota, Andrea E.,Olieric, Natacha,Lucena-Agell, Daniel,Barasoain, Isabel,Diaz, J. Fernando,Nebbioso, Angela,Conte, Mariarosaria,Lopresti, Ludovica,Magnano, Stefania,Amet, Rebecca,Kinsella, Paula,Zisterer, Daniela M.,Ibrahim, Ola,O'Sullivan, Jeff,Morbidelli, Lucia,Spaccapelo, Roberta,Baldari, Cosima,Butini, Stefania,Novellino, Ettore,Campiani, Giuseppe,Altucci, Lucia,Steinmetz, Michel O.,Brogi, Simone. "Structure-activity relationships, biological evaluation and structural studies of novel pyrrolonaphthoxazepines as antitumor agents". . p. 290 - 320. Retrieved 2018/11/24.