(6-Aminopyridin-2-yl)methanol

Base Information

• Chemical Name: (6-Aminopyridin-2-yl)methanol
• CAS No.: 79651-64-2
• Molecular Formula: C6H8N2O
• Molecular Weight: 124.142
• Hs Code.: 2933399090
• European Community (EC) Number: 690-783-0
• DSSTox Substance ID: DTXSID30457846
• Nikkaji Number: J1.500.774E
• Wikidata: Q72441587
• Mol file: 79651-64-2.mol

Synonyms:(6-aminopyridin-2-yl)methanol;79651-64-2;6-AMINO-2-PYRIDINEMETHANOL;2-Pyridinemethanol, 6-amino-;2-amino-6-hydroxymethylpyridine;(6-Amino-pyridin-2-yl)-methanol;2-AMINOPYRIDINE-6-METHANOL;MFCD09863097;SCHEMBL855285;2-hydroxymethyl-6-aminopyridine;2-amino-6-hydroxyrnethylpyridine;DTXSID30457846;YGMPMXTWKROXPP-UHFFFAOYSA-N;6-AMINOPYRIDINE-2-METHANOL;AKOS005263921;(6-AMINO-2-PYRIDINYL)METHANOL;AB53761;AM87215;CS-W003927;DS-18103;SY017265;2-AMINO-6-(HYDROXYMETHYL)PYRIDINE;EN300-23525;A851748;Z154209994;(6-Aminopyridin-2-yl)methanol;2-Amino-6-(hydroxymethyl)pyridine

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

Chemical Property:

• Vapor Pressure: 0.000567mmHg at 25°C
• Melting Point: 70 °C
• Refractive Index: 1.627
• Boiling Point: 298.5 °C at 760 mmHg
• PKA: 13.40±0.10(Predicted)
• Flash Point: 134.3 °C
• PSA: 59.14000
• Density: 1.257 g/cm³
• LogP: 0.73730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Slightly soluble.
• XLogP3: -0.3
• 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

(6-Aminopyridin-2-yl)methanol 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)N)CO
• Uses: 4-Aminopyridine (4-AP), a well-known potassium channel blocker, has been shown to enhance conduction in injured and demyelinated axons. Aminopyridine has a narrow therapeutic range in clinical application. In the current study, we investigated whether AP-MeOH can enhance impulse conduction in an animal model of MS.

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

There total 17 articles about (6-Aminopyridin-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: 96.0%

2-(N-pivaloylamino)-6-hydroxymethylpyridine (165685-25-6) → (6-Amino-pyridin-2-yl)-methanol (79651-64-2)

Guidance literature:

2-(N-pivaloylamino)-6-hydroxymethylpyridine; With hydrogenchloride; water; In 1,4-dioxane; at 90 ℃; for 14h;

With sodium hydroxide; In 1,4-dioxane; water; pH=~ 8;

Reference yield: 92.0%

methyl 6-aminopyridine-2-carboxylate (36052-26-3) → (6-Amino-pyridin-2-yl)-methanol (79651-64-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 12h;

Reference yield: 56.0%

ethyl 6-aminopicolinate (69142-64-9) → (6-Amino-pyridin-2-yl)-methanol (79651-64-2)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; In ethanol; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejic.200901262

upstream raw materials:

7-amino<1,2,3>triazolo<1,5-a>pyridine

N-(6-(bromomethyl)-2-pyridyl)pivalamide

acetic acid 6-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pyridin-2-ylmethyl ester

6-methyl-2-(phthalimido)pyridine

Downstream raw materials:

7-(2,6-difluorophenyl)-3-{[6-(hydroxymethyl)pyridin-2-yl]amino}-2-{[(3R)-3-(tetrahydro-2H-pyran-2-yloxy)pyrrolidin-1-yl]carbonyl}thieno[2,3-b]pyridin-6(7H)-one

tert-butyl 6-(hydroxymethyl)-2-pyridinylcarbamate