1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl-

Base Information

• Chemical Name: 1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl-
• CAS No.: 493021-42-4
• Molecular Formula: C23H17N3
• Molecular Weight: 335.408
• DSSTox Substance ID: DTXSID30476714
• Nikkaji Number: J1.859.864G
• Wikidata: Q82308436
• Mol file: 493021-42-4.mol

Synonyms:1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl-;493021-42-4;DTXSID30476714;6-METHYL-1,3-DIPHENYL-1H-PYRAZOLO[3,4-B]QUINOLINE

Chemical Property of 1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl-

Chemical Property:

• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 335.142247555
• Heavy Atom Count: 26
• Complexity: 468

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=CC3=C(N=C2C=C1)N(N=C3C4=CC=CC=C4)C5=CC=CC=C5

Technology Process of 1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl-

There total 4 articles about 1H-Pyrazolo[3,4-b]quinoline, 6-methyl-1,3-diphenyl- 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: 81.0%

p-toluidine (106-49-0,12221-03-3) + dimethyl sulfoxide (67-68-5,8070-53-9) + 1,3-diphenyl-5-oxo-4,5-dihydro-1H-pyrazole (4845-49-2) → 6-methyl-1,3-diphenyl-1H-pyrazolo[3,4-b]quinoline (493021-42-4)

Guidance literature:

With trifluoroacetic acid; at 120 ℃; for 12h; regioselective reaction; Sealed tube;

DOI:10.1021/acs.joc.0c02696

Reference yield:

p-toluidine (106-49-0,12221-03-3) + 5-chloro-1,3-diphenyl-1H-pyrazole-4-carboxaldehyde (5499-67-2) → 6-methyl-1,3-diphenyl-1H-pyrazolo[3,4-b]quinoline (493021-42-4)

Guidance literature:

at 180 - 190 ℃;

DOI:10.1021/ol027025i

Reference yield:

phenylhydrazine (100-63-0) → 6-methyl-1,3-diphenyl-1H-pyrazolo[3,4-b]quinoline (493021-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 8 h / 120 °C / Sealed tube

2: trifluoroacetic acid / 12 h / 120 °C / Sealed tube

With trifluoroacetic acid;

DOI:10.1021/acs.joc.0c02696

upstream raw materials:

p-toluidine

5-chloro-1,3-diphenyl-1H-pyrazole-4-carboxaldehyde

dimethyl sulfoxide

1,3-diphenyl-5-oxo-4,5-dihydro-1H-pyrazole

Downstream raw materials:

6-bromomethyl-1,3-diphenyl-1H-pyrazolo[3,4-b]quinoline

2-[(2-hydroxyethyl)(1,3-diphenyl-1H-pyrazolo[3,4-b]quinolin-6-ylmethyl)amino]ethanol

(1,3-diphenyl-1H-pyrazolo[3,4-b]quinolin-6-ylmethyl)-diethyl phosphonate