2-(Pyridin-3-yl)acetaldehyde

Base Information

• Chemical Name: 2-(Pyridin-3-yl)acetaldehyde
• CAS No.: 42545-63-1
• Molecular Formula: C7H7NO
• Molecular Weight: 121.139
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80454128
• Wikidata: Q82275473
• Mol file: 42545-63-1.mol

Synonyms:2-(Pyridin-3-yl)acetaldehyde;42545-63-1;PYRIDIN-3-YLACETALDEHYDE;2-pyridin-3-ylacetaldehyde;3-pyridineacetaldehyde;beta-picoline carbaldehyde;pyridin-3-yl-acetaldehyde;SCHEMBL272335;DTXSID80454128;MJUHIAWSJRKXSH-UHFFFAOYSA-N;AKOS011895892;EL-0712;SB53718;CS-0269353;EN300-1600788

Chemical Property of 2-(Pyridin-3-yl)acetaldehyde

Chemical Property:

• Boiling Point: 234.8±15.0 °C(Predicted)
• PKA: 4.90±0.10(Predicted)
• PSA: 29.96000
• Density: 1.074±0.06 g/cm3(Predicted)
• LogP: 0.82300
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 121.052763847
• Heavy Atom Count: 9
• Complexity: 92.9

Purity/Quality:

98% ^*data from raw suppliers

Pyridin-3-ylacetaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)CC=O
• Uses: Pyridin-3-ylacetaldehyde is used in the synthesis of CB1/CB2 agonist that can be applied to the treatment of chronic pain. Used in the synthesis of 3-Substituted quinoline derivatives. Pyridin-3-ylacetaldehyde is a reagent used in the preparation of a series of platelet derived growth factor receptor tyrosine kinase (PDGF-RTK) inhibitor. Also, it is an intermediate used in the synthesis of Pyridin-3-ylacetaldehyde Sodium Salt (P991755), which is used in the synthesis of CB1/CB2 agonist that can be applied to the treatment of chronic pain. Used in the synthesis of 3-Substituted quinoline derivatives.

Technology Process of 2-(Pyridin-3-yl)acetaldehyde

There total 4 articles about 2-(Pyridin-3-yl)acetaldehyde 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: 75.0%

3-pyridinylethanol (6293-56-7) → 2-(pyrid-3-yl)acetaldehyde (42545-63-1)

Guidance literature:

With ammonium dichromate(VI); calcium chloride; at 60 ℃; for 1.67h;

Reference yield:

aqueous sodium potassium + N-methoxy-N-methyl-2-(pyridin-3-yl)acetamide (217316-41-1) → 2-(pyrid-3-yl)acetaldehyde (42545-63-1)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran;

Reference yield:

pyridin-3-yl-acetic acid ethyl ester (39931-77-6) → 2-(pyrid-3-yl)acetaldehyde (42545-63-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C

2: Dess-Martin periodane / dichloromethane / 20 °C

With lithium aluminium tetrahydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;

DOI:10.2147/IJN.S212045

upstream raw materials:

3-pyridinylethanol

N-methoxy-N-methyl-2-(pyridin-3-yl)acetamide

pyridin-3-yl-acetic acid ethyl ester

Downstream raw materials:

3-pyridinylacetonitrile

C₁₄H₁₃NO₂S

Refernces

• 1、 Yasuno, Takumi,Ohe, Tomoyuki,Ikeda, Hitomi,Takahashi, Kyoko,Nakamura, Shigeo,Mashino, Tadahiko. "Synthesis and antitumor activity of novel pyridinium fullerene derivatives". . p. 6325 - 6337. Retrieved 2019/08/28.
• 2、 -. "Antagonists of gonadotropin releasing hormone". . . Retrieved 2008/06/13.