6-(Hydroxymethyl)nicotinonitrile

Base Information

• Chemical Name: 6-(Hydroxymethyl)nicotinonitrile
• CAS No.: 31795-61-6
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.137
• Hs Code.: 2933399090
• European Community (EC) Number: 820-602-4
• DSSTox Substance ID: DTXSID00699610
• Wikidata: Q72480336
• Mol file: 31795-61-6.mol

Synonyms:6-(HYDROXYMETHYL)NICOTINONITRILE;31795-61-6;6-(hydroxymethyl)pyridine-3-carbonitrile;MFCD11100746;3-PYRIDINECARBONITRILE, 6-(HYDROXYMETHYL)-;SCHEMBL450944;6-Hydroxymethyl-nicotinonitrile;DTXSID00699610;KRCJWYXQNALNSP-UHFFFAOYSA-N;(5-cyano-pyridin-2-yl)-methanol;AMY29151;AKOS006309232;SB21414;AS-33306;SY123869;CS-0080086;EN300-138617;A875804;Z1198311143

Chemical Property of 6-(Hydroxymethyl)nicotinonitrile

Chemical Property:

• Vapor Pressure: 0.000418mmHg at 25°C
• Refractive Index: 1.575
• Boiling Point: 303.144 °C at 760 mmHg
• PKA: 13.06±0.10(Predicted)
• Flash Point: 137.137 °C
• PSA: 56.91000
• Density: 1.257 g/cm³
• LogP: 0.44558
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: -0.3
• 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:

99.99%HPLC ^*data from raw suppliers

6-(Hydroxymethyl)nicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1C#N)CO
• Uses: 6-(Hydroxymethyl)nicotinonitrile is the derivative of 5-Cyano-2-methylpyridine (C981875), which is used to synthesize acridone-based inhibitors of inosine 5''-monophosphate dehydrogenase (IMPDH). It is also used in the preparation of potent and selective nonpeptidic inhibitors of procollagen C-proteinase.This compound is suitable for pyruvate dehydrogenase (PDH) related research.

Technology Process of 6-(Hydroxymethyl)nicotinonitrile

There total 5 articles about 6-(Hydroxymethyl)nicotinonitrile 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: 91.0%

(5-cyano-2-pyridinyl)methylacetate (31795-60-5) → 6-(hydroxymethyl)pyridine-3-carbonitrile (31795-61-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 2h;

Reference yield: 48.0%

(5-bromopyridin-2-yl)methanol (88139-91-7) + sodium cyanide (143-33-9,25596-52-5) → 6-(hydroxymethyl)pyridine-3-carbonitrile (31795-61-6)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In propiononitrile; at 110 ℃; for 4h;

Reference yield:

zinc(II) cyanide (557-21-1) + (5-bromopyridin-2-yl)methanol (88139-91-7) → 6-(hydroxymethyl)pyridine-3-carbonitrile (31795-61-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 80 ℃; for 7.5h; Inert atmosphere;

upstream raw materials:

pyridine-3-carbonitrile

methanol

(5-cyano-2-pyridinyl)methylacetate

(5-bromopyridin-2-yl)methanol

Downstream raw materials:

5-cyanopyridine-2-carboxaldehyde

Refernces

• 1、 -. "VINYL FLUORIDE CYCLOPROPYL FUSED THIAZIN-2-AMINE COMPOUNDS AS BETA-SECRETASE INHIBITORS AND METHODS OF USE". Page/Page column 142-143. . Retrieved 2017/02/28.
• 2、 -. "SUBSTITUTED PIPERAZINES AS CB1 ANTAGONISTS". Page/Page column 165-166. . Retrieved 2010/11/08.