4-(Benzyloxy)-1H-pyrazolo[3,4-b]pyridine

Base Information

• Chemical Name: 4-(Benzyloxy)-1H-pyrazolo[3,4-b]pyridine
• CAS No.: 119368-04-6
• Molecular Formula: C13H11N3O
• Molecular Weight: 225.24600
• DSSTox Substance ID: DTXSID701256966
• Mol file: 119368-04-6.mol

Synonyms:4-(Benzyloxy)-1H-pyrazolo[3,4-b]pyridine;119368-04-6;DTXSID701256966;4-(Phenylmethoxy)-1H-pyrazolo[3,4-b]pyridine

Chemical Property of 4-(Benzyloxy)-1H-pyrazolo[3,4-b]pyridine

Chemical Property:

• Boiling Point: 409.5±55.0 °C(Predicted)
• PSA: 50.80000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 2.53690
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 225.090211983
• Heavy Atom Count: 17
• Complexity: 243

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C3C=NNC3=NC=C2

Technology Process of 4-(Benzyloxy)-1H-pyrazolo[3,4-b]pyridine

There total 1 articles about 4-(Benzyloxy)-1H-pyrazolo[3,4-b]pyridine 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: 55.0%

4-Chloro-1H-pyrazolo<3,4-b>pyridine (29274-28-0) + benzyl alcohol (100-51-6,185532-71-2) → 4-(Benzyloxy)-1H-pyrazolo<3,4-b>pyridine (119368-04-6)

Guidance literature:

With sodium; 2) 170 deg C, 16 h;

DOI:10.1021/jm00125a004

Reference yield:

4-(Benzyloxy)-1H-pyrazolo<3,4-b>pyridine (119368-04-6) → 1-(2-Deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-4,7-dihydropyrazolo<3,4-b>pyridin-4-one (119368-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH / 1) CH₃CN, r.t., 1 h, 2) CH₃CN, r.t., 2 h

2: H₂ / 10percent Pd/C / ethanol / 2 h / 2327.2 Torr / Ambient temperature

With hydrogen; sodium hydride; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00125a004

Reference yield:

4-(Benzyloxy)-1H-pyrazolo<3,4-b>pyridine (119368-04-6) → (2R,3R,4S,5R)-2-(4-Benzyloxy-pyrazolo[3,4-b]pyridin-1-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol (119368-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH / 1) CH₃CN, r.t., 1 h, 2) THF, r.t., 12 h

2: TFA / H₂O / 0.5 h / Ambient temperature

With sodium hydride; trifluoroacetic acid; In water;

DOI:10.1021/jm00125a004

upstream raw materials:

4-Chloro-1H-pyrazolo<3,4-b>pyridine

benzyl alcohol

Downstream raw materials:

4-(Benzyloxy)-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)pyrazolo<3,4-b>pyridine

4-Benzyloxy-1-[(3aR,4R,6R,6aR)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-1H-pyrazolo[3,4-b]pyridine

C₃₄H₃₁N₃O₆

(2R,3R,4S,5R)-2-(4-Benzyloxy-pyrazolo[3,4-b]pyridin-1-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol