3-(Hydroxymethyl)picolinonitrile

Base Information

• Chemical Name: 3-(Hydroxymethyl)picolinonitrile
• CAS No.: 131747-56-3
• Molecular Formula: C₇H₆N₂O
• Molecular Weight: 134.137
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30437401
• Wikidata: Q82252890
• Mol file: 131747-56-3.mol

Synonyms:3-(Hydroxymethyl)picolinonitrile;131747-56-3;3-(Hydroxymethyl)-2-pyridinecarbonitrile;3-(hydroxymethyl)pyridine-2-carbonitrile;2-PYRIDINECARBONITRILE, 3-(HYDROXYMETHYL)-;SCHEMBL1007086;DTXSID30437401;ZB0471;AKOS012191488;AB31401;AC-14260;BS-52195;CS-0198913;E77174

Chemical Property of 3-(Hydroxymethyl)picolinonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 328.664 °C at 760 mmHg
• PKA: 12.90±0.10(Predicted)
• Flash Point: 152.571 °C
• PSA: 56.91000
• Density: 1.25 g/cm³
• LogP: 0.44558
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

98%min ^*data from raw suppliers

3-(Hydroxymethyl)picolinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C#N)CO

Technology Process of 3-(Hydroxymethyl)picolinonitrile

There total 5 articles about 3-(Hydroxymethyl)picolinonitrile 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: 22.4%

2-Cyano-3-pyridinecarboxaldehyde (131747-66-5) → 3-(hydroxymethyl)pyridine-2-carbonitrile (131747-56-3)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 15h;

Reference yield:

3-Acetoxymethyl-2-cynaopyridine (131747-36-9) → 3-(hydroxymethyl)pyridine-2-carbonitrile (131747-56-3)

Guidance literature:

With sulfuric acid; In tetrahydrofuran; for 20h; Heating;

DOI:10.1248/cpb.38.2446

Reference yield:

2-cyano-3-(bromomethyl)pyridine (116986-13-1) → 3-(hydroxymethyl)pyridine-2-carbonitrile (131747-56-3)

Guidance literature:

With silver nitrate; In tetrachloromethane; acetone; for 4h; Yield given; Ambient temperature;

DOI:10.1002/jhet.5570300232

upstream raw materials:

3-Acetoxymethyl-2-cynaopyridine

2-cyano-3-(bromomethyl)pyridine

2-cyano-3-methylpyridine

2-Cyano-3-pyridinecarboxaldehyde

Downstream raw materials:

2-(N-Benzyl-N-methylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(2-cyano-3-pyridyl)-3,5-pyridinedicarboxylate

2-Cyano-3-pyridinecarboxaldehyde

Refernces

• 1、 -. "INHIBITORS OF FARNESYL-PROTEIN TRANSFERASE". . . Retrieved 2008/06/13.
• 2、 Ashimori,Ono,Uchida,Ohtaki,Fukaya,Watanabe,Yokoyama. "Novel 1,4-dihydropyridine calcium antagonists. I. Synthesis and hypotensive activity of 4-(substituted pyridyl)-1,4-dihydropyridine derivatives". . p. 2446 - 2458. Retrieved 2007/10/02.