4-HYDROXY-1-PHENYLPYRAZOLO[3,4-D]PYRIMIDINE

Base Information

• Chemical Name: 4-HYDROXY-1-PHENYLPYRAZOLO[3,4-D]PYRIMIDINE
• CAS No.: 21314-17-0
• Molecular Formula: C11H8 N4 O
• Molecular Weight: 212.211
• Hs Code.: 2933990090
• Mol file: 21314-17-0.mol

Synonyms:1H-Pyrazolo[3,4-d]pyrimidin-4-ol,1-phenyl- (6CI,7CI); 1-Phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-ol; 1-Phenylallopurinol;4-Hydroxy-1-phenylpyrazolo[3,4-d]pyrimidine; NSC 3954

Chemical Property of 4-HYDROXY-1-PHENYLPYRAZOLO[3,4-D]PYRIMIDINE

Chemical Property:

• Appearance/Colour: White Crystalline Solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 304-307oC
• Boiling Point: 374.5°Cat760mmHg
• Flash Point: 180.3°C
• PSA: 63.83000
• Density: 1.44g/cm³
• LogP: 1.52110
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

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

4-Hydroxy-1-phenylpyrazolo[3,4-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Hydroxy-1-phenylpyrazolo[3,4-d]pyrimidine (cas# 21314-17-0) is a compound useful in organic synthesis.

Technology Process of 4-HYDROXY-1-PHENYLPYRAZOLO[3,4-D]PYRIMIDINE

There total 35 articles about 4-HYDROXY-1-PHENYLPYRAZOLO[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: 93.0%

5-amino-1-phenyl-1H-pyrazole-4-carboxamide (50427-77-5) + orthoformic acid triethyl ester (122-51-0) → 1-phenyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (21314-17-0)

Guidance literature:

With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium hydrogensulfate; at 80 ℃; for 0.0333333h; neat (no solvent);

DOI:10.1002/cjoc.201180411

Reference yield: 91.0%

ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate (16078-71-0) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-phenyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (21314-17-0)

Guidance literature:

at 180 ℃; for 4h;

Reference yield: 91.0%

ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate (16078-71-0) → 1-phenyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (21314-17-0)

Guidance literature:

In formamide; at 180 ℃; for 4h;

upstream raw materials:

5-amino-1-phenyl-1H-pyrazole-4-carboxamide

Ethoxymethylenemalononitrile

Benzoyl isothiocyanate

formic acid ethyl ester

Downstream raw materials:

dimethyl-[2-(1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)-ethyl]-amine

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

4-(4-(4-fluorophenyl)piperazin-1-yl)-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine

8-(1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-1,4-dioxa-8-azaspiro[4.5]decane

Refernces

• 1、 Somakala, Kanagasabai,Tariq, Sana,Amir, Mohd.. "Synthesis, evaluation and docking of novel pyrazolo pyrimidines as potent p38α MAP kinase inhibitors with improved anti-inflammatory, ulcerogenic and TNF-α inhibitory properties". . p. 550 - 559. Retrieved 2019.
• 2、 -. "ECTONUCLEOTIDE PYROPHOSPHATASE/PHOSPHODIESTERASE 1 (ENPP1) MODULATORS AND USES THEREOF". . . Retrieved 2021/07/02.