(6-Ethylpyridin-2-yl)methanol

Base Information

• Chemical Name: (6-Ethylpyridin-2-yl)methanol
• CAS No.: 163658-33-1
• Molecular Formula: C8H11NO
• Molecular Weight: 137.18
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40444247
• Wikidata: Q72477093
• Mol file: 163658-33-1.mol

Synonyms:(6-ethylpyridin-2-yl)methanol;163658-33-1;2-Pyridinemethanol, 6-ethyl-;2-Pyridinemethanol,6-ethyl-;(2-ethylpyridin-6-yl)methanol;SCHEMBL5104176;DTXSID40444247;MFCD09832885;AKOS006326848;AC-5123;DS-12422;CS-0152488;FT-0649795;A810498

Chemical Property of (6-Ethylpyridin-2-yl)methanol

Chemical Property:

• Vapor Pressure: 0.044mmHg at 25°C
• Refractive Index: 1.536
• Boiling Point: 227.553 °C at 760 mmHg
• PKA: 13.34±0.10(Predicted)
• Flash Point: 91.421 °C
• PSA: 33.12000
• Density: 1.061 g/cm³
• LogP: 1.13630
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

99.0%Min ^*data from raw suppliers

2-PYRIDINEMETHANOL,6-ETHYL- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NC(=CC=C1)CO

Technology Process of (6-Ethylpyridin-2-yl)methanol

There total 5 articles about (6-Ethylpyridin-2-yl)methanol 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: 41.0%

→ 6-ethyl-2-(hydroxymethyl)pyridine (163658-33-1)

Guidance literature:

Reference yield:

Ethyl 6-Ethyl-2-pyridinecarboxylate (41337-78-4) → 6-ethyl-2-(hydroxymethyl)pyridine (163658-33-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jm970636+

Reference yield:

5-hexen-3-ol (688-99-3) → 6-ethyl-2-(hydroxymethyl)pyridine (163658-33-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 5.5 g / Et₃N / diethyl ether / 3 h

2: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 20 min, 2.) CH₂Cl₂, 20 min

3: 48 percent / H₂, 48 percent HBF₄ / Raney Ni / ethanol / 6 h / 760 Torr

4: 870 mg / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

With lithium aluminium tetrahydride; tetrafluoroboric acid; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; nickel; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1021/jm970636+

upstream raw materials:

Ethyl 6-Ethyl-2-pyridinecarboxylate

5-hexen-3-ol

ethyl 5-(2-hydroxybutyl)-2-isoxazoline-3-carboxylate

Ethyl 5-(2-Oxobutyl)-2-isoxazoline-3-carboxylate

Downstream raw materials:

6-ethyl-2-pyridinecarboxaldehyde

N-methyl-N-<(6-ethyl-2-pyridinyl)methyl>amine

Refernces

• 1、 Kempf, Dale J.,Sham, Hing L.,Marsh, Kennan C.,Flentge, Charles A.,Betebenner, David,Green, Brian E.,McDonald, Edith,Vasavanonda, Sudthida,Saldivar, Ayda,Wideburg, Norman E.,Kati, Warren M.,Ruiz, Lisa,Zhao, Chen,Fino, Lynnmarie,Patterson, Jean,Molla, Akhteruzzaman,Plattner, Jacob J.,Norbeck, Daniel W.. "Discovery of ritonavir, a potent inhibitor of HIV protease with high oral bioavailability and clinical efficacy". . p. 602 - 617. Retrieved 2007/10/03.