4-(Aminomethyl)pyridin-3-OL

Base Information

• Chemical Name: 4-(Aminomethyl)pyridin-3-OL
• CAS No.: 20485-35-2
• Molecular Formula: C6H8N2O
• Molecular Weight: 124.142
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40578854
• Wikidata: Q82469186
• Mol file: 20485-35-2.mol

Synonyms:4-(AMINOMETHYL)PYRIDIN-3-OL;20485-35-2;3-PYRIDINOL, 4-(AMINOMETHYL)-;MFCD11100730;3-hydroxy-4-aminomethylpyridine;SCHEMBL8895120;DTXSID40578854;ZB0643;AKOS006308678;AM85426;MB09249;55717-47-0;AS-59884;SY337784;CS-0157321;F2147-2141

Chemical Property of 4-(Aminomethyl)pyridin-3-OL

Chemical Property:

• PSA: 59.14000
• LogP: 0.94620
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 124.063662883
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

97% ^*data from raw suppliers

4-(aminomethyl)pyridin-3-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1CN)O

Technology Process of 4-(Aminomethyl)pyridin-3-OL

There total 4 articles about 4-(Aminomethyl)pyridin-3-OL 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: 56.0%

3-benzyloxy-4-pyridinecarbonitrile (78790-76-8) → 3-hydroxy-4-aminomethylpyridine (20485-35-2)

Guidance literature:

With ammonia; hydrogen; palladium on activated charcoal; In ethanol; at 45 ℃; for 8h; under 2280 Torr;

DOI:10.1080/00397919708004997

Reference yield:

4-cyanopyridine N-oxide (14906-59-3) → 3-hydroxy-4-aminomethylpyridine (20485-35-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / phosphorus oxychloride; phosphorus pentachloride / 3 h / 120 - 130 °C

2: 65 percent / sodium hydride / dimethylformamide / 4 h / 20 °C

3: 56 percent / H₂; NH₃ / palladium on charcoal / ethanol / 8 h / 45 °C / 2280 Torr

With phosphorus pentachloride; ammonia; hydrogen; sodium hydride; trichlorophosphate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; 1: Chlorination / 2: Substitution / 3: Catalytic hydrogenation;

DOI:10.1080/00397919708004997

Reference yield:

3-chloro-isonicotinonitrile (68325-15-5) → 3-hydroxy-4-aminomethylpyridine (20485-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / sodium hydride / dimethylformamide / 4 h / 20 °C

2: 56 percent / H₂; NH₃ / palladium on charcoal / ethanol / 8 h / 45 °C / 2280 Torr

With ammonia; hydrogen; sodium hydride; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: Catalytic hydrogenation;

DOI:10.1080/00397919708004997

upstream raw materials:

3-benzyloxy-4-pyridinecarbonitrile

4-cyanopyridine N-oxide

3-chloro-isonicotinonitrile

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