5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE

Base Information

• Chemical Name: 5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE
• CAS No.: 405224-24-0
• Molecular Formula: C6H5BrN4
• Molecular Weight: 213.037
• Hs Code.: 2933990090
• European Community (EC) Number: 640-577-1
• DSSTox Substance ID: DTXSID30431469
• Nikkaji Number: J2.055.150J
• Wikidata: Q72511732
• ChEMBL ID: CHEMBL2002105
• Mol file: 405224-24-0.mol

Synonyms:5-bromo-2H-pyrazolo[3,4-b]pyridin-3-amine;3-Amino-5-bromo-1H-pyrazolo[3,4-b]pyridine;

Chemical Property of 5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.824
• Boiling Point: 429.136 °C at 760 mmHg
• PKA: 9.55±0.40(Predicted)
• Flash Point: 213.334 °C
• PSA: 67.59000
• Density: 1.995 g/cm³
• LogP: 1.88380
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 211.96976
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

97% ^*data from raw suppliers

3-Amino-5-bromo-1H-pyrazolo[3,4-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC2=NNC(=C21)N)Br

Technology Process of 5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE

There total 3 articles about 5-BROMO-1H-PYRAZOLO[3,4-B]PYRIDIN-3-YLAMINE 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: 100.0%

5-bromo-2-chloropyridine-3-carbonitrile (405224-23-9) → 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-amine (405224-24-0)

Guidance literature:

With hydrazine; In ethanol; at 170 ℃; for 0.166667h; Microwave irradiation;

Reference yield:

5-bromo-2-oxo-1,2-dihydropyridine-3-carbonitrile (405224-22-8) → 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-amine (405224-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / POCl₃; PCl₅ / Heating

2: 75 percent / N₂H₄*H₂O / ethanol / Heating

With phosphorus pentachloride; hydrazine hydrate; trichlorophosphate; In ethanol;

DOI:10.1016/S0960-894X(03)00134-3

Reference yield:

2-hydroxy-3-cyano-5-bromopyridine (405224-22-8) → 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-amine (405224-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate; phosphorus pentachloride / Reflux

2: hydrazine hydrate / ethanol / Reflux

With hydrazine hydrate; phosphorus pentachloride; trichlorophosphate; In ethanol;

upstream raw materials:

5-bromo-2-chloropyridine-3-carbonitrile

5-bromo-2-oxo-1,2-dihydropyridine-3-carbonitrile

2-hydroxy-3-cyano-5-bromopyridine

Downstream raw materials:

C₁₄H₁₀Br₂N₄O

C₁₃H₇BrCl₂N₄O

C₁₃H₈BrFN₄O

C₁₃H₈BrClN₄O