2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one

Base Information

• Chemical Name: 2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one
• CAS No.: 109740-09-2
• Molecular Formula: C16H11N3O
• Molecular Weight: 261.283
• European Community (EC) Number: 864-907-0
• ChEMBL ID: CHEMBL241987
• DSSTox Substance ID: DTXSID10407182
• Nikkaji Number: J928.802C
• Pharos Ligand ID: BRKYWBNCD5S7
• Wikidata: Q82212423
• Mol file: 109740-09-2.mol

Synonyms:109740-09-2;2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one;2-phenyl-2H-pyrazolo[3,4-c]quinolin-4(5H)-one;2-phenyl-2H,4H,5H-pyrazolo[3,4-c]quinolin-4-one;2-phenyl-5H-pyrazolo[3,4-c]quinolin-4-one;C16H11N3O;MLS001176701;SCHEMBL728937;cid_4962866;DTXSID10407182;ISMLHIIGSRUCOQ-UHFFFAOYSA-N;HMS1784C01;HMS2920J03;BDBM50218922;PD120981;SMR000595674;CS-0145354;EN300-14160;SR-01000074278;J-002324;SR-01000074278-1;2-Phenyl-2,5-dihydro-pyrazolo[3,4-c]quinolin-4-one;Z99599234;2-PHENYL-2,5-DIHYDROPYRAZOLO[3,4-C]QUINOLIN-4-ONE

Chemical Property of 2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 261.090211983
• Heavy Atom Count: 20
• Complexity: 380

Purity/Quality:

98%Min ^*data from raw suppliers

2-Phenyl-2H,4H,5H-pyrazolo[3,4-c]quinolin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C=C3C4=CC=CC=C4NC(=O)C3=N2

Technology Process of 2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one

There total 7 articles about 2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one 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: 98.0%

ethyl 2-(1H-indol-3-yl)-2-oxoacetate (51079-10-8) + phenylhydrazine hydrochloride (59-88-1) → 2-phenylpyrazolo[3,4-c]quinolin-4(5H)-one (109740-09-2)

Guidance literature:

With acetic acid; In ethanol; at 140 ℃; for 0.05h; microwave irradiation;

DOI:10.1021/jm070123v

Reference yield: 82.0%

ethyl 4-bromo-1-phenyl-1H-pyrazole-3-carboxylate (115316-03-5) + 2-anilineboronic acid pinacol ester (191171-55-8) → 2-phenylpyrazolo[3,4-c]quinolin-4(5H)-one (109740-09-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; para-xylene; water; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2012.04.093

Reference yield: 51.0%

(1H-Indol-3-yl)-(phenyl-hydrazono)-acetic acid ethyl ester → 2-phenylpyrazolo[3,4-c]quinolin-4(5H)-one (109740-09-2)

Guidance literature:

With hydrogenchloride; In ethanol; Heating;

DOI:10.3987/R-1986-11-3181

upstream raw materials:

ethyl 2-(1H-indol-3-yl)-2-oxoacetate

phenylhydrazine hydrochloride

indole

phenylhydrazine

Downstream raw materials:

2-phenyl-2H-pyrazolo[3,4-c]quinolin-4-ylamine

4-chloro-2-phenyl-2H-pyrazolo[3,4-c]quinoline