1,4-diphenyl-1H-pyrazolo[3,4-d]pyrimidine

Base Information

• Chemical Name: 1,4-diphenyl-1H-pyrazolo[3,4-d]pyrimidine
• CAS No.: 53645-78-6
• Molecular Formula: C17H12N4
• Molecular Weight: 272.309
• DSSTox Substance ID: DTXSID90467880
• Nikkaji Number: J1.419.610B
• Mol file: 53645-78-6.mol

Synonyms:1,4-diphenyl-1H-pyrazolo[3,4-d]pyrimidine;53645-78-6;SCHEMBL3149713;DTXSID90467880;AKOS015916809;1,4-diphenyl-1H-pyrazolo[4,5-e]pyrimidine

Chemical Property of 1,4-diphenyl-1H-pyrazolo[3,4-d]pyrimidine

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 272.106196400
• Heavy Atom Count: 21
• Complexity: 336

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C3C=NN(C3=NC=N2)C4=CC=CC=C4

Technology Process of 1,4-diphenyl-1H-pyrazolo[3,4-d]pyrimidine

There total 6 articles about 1,4-diphenyl-1H-pyrazolo[3,4-d]pyrimidine 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: 85.0%

4-phenyl-4,5-dihydro-1-phenyl-1H-pyrazolo<3,4-d>pyrimidine-4-carboxylic acid (89549-57-5) → 1-phenyl-4-phenylpyrazolo<3,4-d>pyrimidine (53645-78-6)

Guidance literature:

With sodium hydroxide; potassium hexacyanoferrate(III); In water; benzene; for 1h; Ambient temperature;

Reference yield: 48.0%

1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine (5334-30-5) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1-phenyl-4-phenylpyrazolo<3,4-d>pyrimidine (53645-78-6) + 1-phenyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (21314-17-0)

Guidance literature:

With n-Amyl nitrite; toluene-4-sulfonic acid; for 72h; Heating;

DOI:10.1021/jo00172a033

Reference yield:

phenyl-(1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-methanone (59563-84-7) → 1-phenyl-4-phenylpyrazolo<3,4-d>pyrimidine (53645-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / dimethylsulfoxide / Ambient temperature

2: K₃Fe(CN)6

With sodium hydroxide; potassium hexacyanoferrate(III); In dimethyl sulfoxide;

upstream raw materials:

1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

benzene

4-phenyl-4,5-dihydro-1-phenyl-1H-pyrazolo<3,4-d>pyrimidine-4-carboxylic acid

phenyl-(1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-methanone

Downstream raw materials:

6-anilino-4-phenyl-5-pyrimidinecarbonitrile