Pyrazolo[1,5-a]pyridin-2-ylmethanol

Base Information

• Chemical Name: Pyrazolo[1,5-a]pyridin-2-ylmethanol
• CAS No.: 76943-47-0
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.164
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10506306
• Wikidata: Q72503564
• Mol file: 76943-47-0.mol

Synonyms:pyrazolo[1,5-a]pyridin-2-ylmethanol;76943-47-0;Pyrazolo[1,5-a]pyridin-2-yl-methanol;{pyrazolo[1,5-a]pyridin-2-yl}methanol;(Pyrazolo[1,5-a]pyridin-2-yl)methanol;SCHEMBL259378;DTXSID10506306;RBJIKLOMRJZRTN-UHFFFAOYSA-N;BDA94347;AKOS006346755;SB38667;CS-0270744;FT-0763664;EN300-247464;F14284;Pyrazolo[1 pound not5-a]pyridin-2-yl-methanol;A898137;F2199-0085

Chemical Property of Pyrazolo[1,5-a]pyridin-2-ylmethanol

Chemical Property:

• Refractive Index: 1.64
• PKA: 13.61±0.10(Predicted)
• PSA: 37.53000
• Density: 1.26 g/cm³
• LogP: 0.82660
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.063662883
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

97% ^*data from raw suppliers

pyrazolo[1,5-a]pyridin-2-ylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=NN2C=C1)CO

Technology Process of Pyrazolo[1,5-a]pyridin-2-ylmethanol

There total 7 articles about Pyrazolo[1,5-a]pyridin-2-ylmethanol 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: 77.0%

pyrazolo[1,5-a]pyridine-2-carboxylic acid (63237-88-7) → pyrazolo[1,5-a]pyridin-2-ylmethanol (76943-47-0)

Guidance literature:

pyrazolo[1,5-a]pyridine-2-carboxylic acid; With dimethylsulfide borane complex; In tetrahydrofuran; toluene; at 0 - 65 ℃; for 5.5h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; toluene; for 2h; Reflux;

With sodium hydroxide; In tetrahydrofuran; water; toluene;

Reference yield: 75.0%

2,4,6-Trimethyl-benzenesulfonate1-amino-2-(3-hydroxy-prop-1-ynyl)-pyridinium; (76943-44-7) → pyrazolo[1,5-a]pyridin-2-ylmethanol (76943-47-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 6h; Ambient temperature;

Reference yield:

pyrazolo<1,5-a>pyridine-2,3-dicarboxylic acid dimethyl ester (5825-71-8) → pyrazolo[1,5-a]pyridin-2-ylmethanol (76943-47-0)

Guidance literature:

Multi-step reaction with 3 steps

1: water; lithium hydroxide / tetrahydrofuran / 16 h / 20 °C

2: hydrogenchloride; water / 1,4-dioxane / 12 h / Reflux

3: diisobutylaluminium hydride / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

With hydrogenchloride; water; diisobutylaluminium hydride; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; hexane;

upstream raw materials:

2,4,6-Trimethyl-benzenesulfonate1-amino-2-(3-hydroxy-prop-1-ynyl)-pyridinium;

pyrazolo[1,5-a]pyridine-2-carboxylic acid

pyridine

N-iminopyridinium ylide

Downstream raw materials:

pyrazolo[1,5-a]pyridine-2-carbaldehyde

2-(1-methyl-4-phenyl-1H-imidazol-2-ylsulfanylmethyl)-pyrazolo[1,5-a]pyridine