1-methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine

Base Information

• Chemical Name: 1-methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine
• CAS No.: 72583-83-6
• Molecular Formula: C7H8N4
• Molecular Weight: 148.17
• Hs Code.: 29339900
• NSC Number: 127449
• DSSTox Substance ID: DTXSID50299003
• Nikkaji Number: J2.022.044I
• Wikidata: Q72496381
• ChEMBL ID: CHEMBL5184320
• Mol file: 72583-83-6.mol

Synonyms:1-methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine;72583-83-6;1-methyl-1H-pyrazolo[3,4-b]pyridin-3-amine;1-methylpyrazolo[3,4-b]pyridin-3-amine;1H-Pyrazolo[3,4-b]pyridin-3-amine, 1-methyl-;MFCD04117796;NSC127449;3-AMINO-1-METHYL-1H-PYRAZOLO[3,4-B]PYRIDINE;SCHEMBL1747623;CHEMBL5184320;DTXSID50299003;CS-D1080;XCA58383;STK510381;AKOS005070101;NSC-127449;PB24862;N-methyl-3-aminopyrazolo[3,4-b]pyridine;SY023528;AM20070206;FT-0680241;EN300-6769352;2X-0707;A837568;J-504899;1-METHYL-3-AMINO-1H-PYRAZOLO[3,4-B]PYRIDINE;1-Methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine, AldrichCPR

Chemical Property of 1-methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 104-106 °C
• Refractive Index: 1.728
• Boiling Point: 340.713 °C at 760 mmHg
• PKA: 5.31±0.30(Predicted)
• Flash Point: 159.858 °C
• PSA: 56.73000
• Density: 1.422 g/cm³
• LogP: 1.13170
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 148.074896272
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-1H-pyrazolo[3,4-b]pyridin-3-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36-36/37/38-22
• Safety Statements: 26-45-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=CC=N2)C(=N1)N

Technology Process of 1-methyl-1H-pyrazolo[3,4-b]pyridin-3-ylamine

There total 4 articles about 1-methyl-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: 93.0%

2-chloro-3-pyridinecarbonitrile (6602-54-6) + methylhydrazine (60-34-4) → 3-amino-1-methylpyrazolo<3,4-b>pyridine (72583-83-6)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 12h;

DOI:10.1016/j.tetlet.2004.01.067

Reference yield: 57.0%

3-cyano-4-fluoropyridine (1060802-53-0) + methylhydrazine (60-34-4) → 3-amino-1-methylpyrazolo<3,4-b>pyridine (72583-83-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 150 ℃; under 12929 Torr;

DOI:10.1021/op100288t

Reference yield: 44.0%

→ 3-amino-1-methylpyrazolo<3,4-b>pyridine (72583-83-6)

Guidance literature:

upstream raw materials:

2-chloro-3-pyridinecarbonitrile

methylhydrazine

3-cyanopyridine N-oxide

3-cyano-4-fluoropyridine

Downstream raw materials:

1-methyl-3-phenyl-pyrazolo<3,4-b>pyridine

3-Chloro-1-methyl-1H-pyrazolo[3,4-b]pyridine

3-bromo-1-methyl-pyrazolo[3,4-b]pyridine

4-[(1-methyl-1H-pyrazolo[3,4-b]pyridin-3-yl)amino]-2-phenyl-7,8-dihydro-1,6-naphthyridin-5(6H)-one

Refernces

• 1、 Wheeler, Rob C.,Baxter, Emma,Campbell, Ian B.,MacDonald, Simon J. F.. "A general, one-step synthesis of substituted indazoles using a flow reactor". experimental part. p. 565 - 569. Retrieved 2011/12/02.
• 2、 Lavecchia,Berteina-Raboin,Guillaumet. "Synthesis and functionalisation of 1H-pyrazolo[3,4-b]pyridines involving copper and palladium-promoted coupling reactions". . p. 2389 - 2392. Retrieved 2007/10/03.