2-(Hydroxymethyl)-6-methylisonicotinonitrile

Base Information

• Chemical Name: 2-(Hydroxymethyl)-6-methylisonicotinonitrile
• CAS No.: 108129-25-5
• Molecular Formula: C8H8 N2 O
• Molecular Weight: 148.164
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00591362
• Mol file: 108129-25-5.mol

Synonyms:2-(hydroxymethyl)-6-methylisonicotinonitrile;108129-25-5;2-(hydroxymethyl)-6-methylpyridine-4-carbonitrile;4-Pyridinecarbonitrile, 2-(hydroxymethyl)-6-methyl- (9CI);2-hydroxymethyl-6-methyl-isonicotinonitrile;SCHEMBL1425100;DTXSID00591362;PBTBKEWEKAICOK-UHFFFAOYSA-N;MFCD18384585;AKOS027339722;SB54365;AS-47034;DB-330379;F11622;4-Pyridinecarbonitrile,2-(hydroxymethyl)-6-methyl-(9ci)

Chemical Property of 2-(Hydroxymethyl)-6-methylisonicotinonitrile

Chemical Property:

• PSA: 56.91000
• LogP: 0.75398
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

2-(Hydroxymethyl)-6-methylisonicotinonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)CO)C#N

Technology Process of 2-(Hydroxymethyl)-6-methylisonicotinonitrile

There total 4 articles about 2-(Hydroxymethyl)-6-methylisonicotinonitrile 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:

2-methylisonicotinic acid (4021-11-8) → 2-(hydroxymethyl)-6-methylpyridine-4-carbonitrile (108129-25-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / 72 h / Reflux

1.2: 48 h / 65 °C

2.1: ammonia / methanol / 24 h / 70 °C / sealed

3.1: trifluoroacetic anhydride; pyridine / dichloromethane / 0 - 20 °C

With pyridine; sulfuric acid; ammonia; trifluoroacetic anhydride; In methanol; dichloromethane;

Reference yield:

2-hydroxymethyl-6-methyl-isonicotinamide (1122091-86-4) → 2-(hydroxymethyl)-6-methylpyridine-4-carbonitrile (108129-25-5)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield:

2-acetoxymethyl-6-methyl-isonicotinonitrile (101871-86-7) → 2-(hydroxymethyl)-6-methylpyridine-4-carbonitrile (108129-25-5)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

2-acetoxymethyl-6-methyl-isonicotinonitrile

2-hydroxymethyl-6-methyl-isonicotinamide

2-methylisonicotinic acid

2-(hydroxymethyl)-6-methylisonicotinic acid methyl ester

Downstream raw materials:

4-cyano-6-methyl-2-pyridinecarboxyaldehyde