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4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)
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Description
4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)
1,3-Dimethyl-2-(α-hydroxybenzyl)benzimidazolium iodide (3a) was synthesized from 1-methylbenzimidazole (10) through two steps involving lithiation and quaternization. Treatment of 3a with 4-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (6) afforded 4-benzoyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (15a). 4-Benzoylquinazoline (14a) and 7-benzoyl-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (16a) were given by reaction of 3a with 4-chloroquinazoline (5) and 7-chloro-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (7). Treatment of 3a with benzaldehyde (9a) gave benzoin (8a). Similar results were obtained in the reactions of 1,3-dimethyl-2-(α-hydroxybenzyl)imidazolium iodide (4a).
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4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) Specifications
| CAS | 5399-92-8 |
| CAS Min % | 97% |
| CAS Max % | 100% |
| MDL Number | MFCD03030404 |
| InChI Key | YMXQUFUYCADCFL-UHFFFAOYSA-N |
| Chemical Name or Material | 4-Chloro-1H-pyrazolo(3,4-d)pyrimidine |
| Infrared Spectrum | Authentic |
| Physical Form | Powder |
| Packaging | Glass bottle |
| Molecular Formula | C5H3ClN4 |
| Molecular Weight (g/mol) | 154.56 |
| SMILES | ClC1=C2C=NNC2=NC=N1 |
| Color | Off-white to light yellow powder |
| Melting Point | >250°C |
| Assay | 97%~99% |
4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) Safety and Handling
(5399-92-8) Hazard description:
♦ Harmful if inhaled.
♦ Harmful in contact with skin.
♦ Causes skin irritation.
♦ Causes serious eye irritation.
♦ May cause respiratory irritation.
4-Chloro-1H-pyrazolo[3,4-d]pyrimidine Precautionary statement:
♦ Avoid breathing dust/fume/gas/mist/vapors/spray
♦ Wash hands thoroughly after handling.
♦Wear protective gloves/protective clothing/eye protection/face protection.
♦IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
♦IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.
4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) Articles
Synthesis and reactivities of 1,3-dimethyl-2-(α-hydroxy-benzyl)imidazolium and 1,3-dimethyl-2-(α-hydroxybenzyl)benzimidazolium iodides
Treatment of 3a with 4-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (6) afforded 4-benzoyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (15a). 4-Benzoylquinazoline (14a) and 7-benzoyl-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (16a) were given by reaction of 3a with 4-chloroquinazoline (5) and 7-chloro-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (7).
Heterocycles 1997
Synthesis and Hydrolytic Stability of 4-Substituted Pyrazolo<3,4-d>pyrimidine 2′-Deoxyribofuranosides
Phase-transfer glycosylation of 4-chloro-1H-pyrazolo<3,4-d>pyrimidine (1) with 2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythro-pentofuranosyl chloride (2) yielded the N-1 glycosylation product (3) in 42 percent.The protected intermediate (3) was converted into pyrazolo<3,4-d>pyrimidine 2′-deoxyribofuranosides with amino, oxo, and thioxo substituents at C-4.Kinetic data of proton-catalysed hydrolysis showed that pyrazolo<3,4-d>pyrimidine 2′-deoxyribofuranosides are more stable at the N-glycosylic bond than are the parent purine nucleosides.
Journal of the Chemical Society,1985
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