N-Benzyl-2-chloro-9H-purin-6-amine
- Product Name
- N-Benzyl-2-chloro-9H-purin-6-amine
- CAS No.
- 39639-47-9
- Chemical Name
- N-Benzyl-2-chloro-9H-purin-6-amine
- Synonyms
- 6-Benzylamino-2-chloropurine;N-BENZYL-2-CHLORO-7H-PURIN-6-AMINE;N-Benzyl-2-chloro-9H-purin-6-amine;2-Chloro-N-(phenylmethyl)-1H-purin-6-amine;9H-Purin-6-amine, 2-chloro-N-(phenylmethyl)-
- CBNumber
- CB41509304
- Molecular Formula
- C12H10ClN5
- Formula Weight
- 259.69
- MOL File
- 39639-47-9.mol
N-Benzyl-2-chloro-9H-purin-6-amine Property
- Melting point:
- 239-241℃
- Boiling point:
- 407.7±55.0 °C(Predicted)
- Density
- 1.49
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- solubility
- Chloroform, DMSO, Ethyl Acetate
- form
- Solid
- pka
- 7.11±0.20(Predicted)
- color
- White
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P403+P233Store in a well-ventilated place. Keep container tightly closed.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- C368865
- Product name
- 2-Chloro-N-(phenylmethyl)-1H-purin-6-amine
- Packaging
- 100mg
- Price
- $165
- Updated
- 2021/12/16
- Product number
- 5206AB
- Product name
- N-Benzyl-2-chloro-9H-purin-6-amine
- Packaging
- 1g
- Price
- $205
- Updated
- 2021/12/16
- Product number
- HCH0143397
- Product name
- N-BENZYL-2-CHLORO-9H-PURIN-6-AMINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $329.7
- Updated
- 2021/12/16
- Product number
- 63658
- Product name
- 2-Chloro-N-(phenylmethyl)-1H-purin-6-amine
- Packaging
- 100mg
- Price
- $650
- Updated
- 2021/12/16
- Product number
- A199508
- Product name
- N-Benzyl-2-chloro-9H-purin-6-amine
- Purity
- 95%
- Packaging
- 250mg
- Price
- $46
- Updated
- 2021/12/16
N-Benzyl-2-chloro-9H-purin-6-amine Chemical Properties,Usage,Production
Uses
2-Chloro-N-(phenylmethyl)-1H-purin-6-amine is an intermediate in the synthesis of Olomoucine (O567000), a purine derivative which inhibits cyclin-dependent kinases and induces G1 arrest.
Synthesis
5451-40-1
100-46-9
39639-47-9
Synthesis of N-benzyl-2-chloro-9H-purin-6-amine (4): 2,6-dichloropurine (110 mg, 0.52 mmol) was suspended in n-butanol (3 mL) and benzylamine (57 mg, 0.52 mmol) and triethylamine (72 mg, 0.79 mmol) were added sequentially. The reaction mixture was heated at 60 °C with stirring for 15 min. Upon completion of the reaction, the precipitate was collected by filtration and washed sequentially with water (20 mL) and methanol (10 mL), followed by drying in air overnight to give off-white solid product 4 (130 mg, 95% yield). The product was characterized as follows: melting point 262 °C; EI/MS m/z (relative abundance): 259 (19, M+), 260 (14), 261 (17%), 106 (100), 91 (77); 1H NMR (400 MHz, DMSO-d6) δ 8.15 (s, 1H), 7.25-7.34 (m, 5H), 4.66 (d J = 6 Hz, 2H); 13C NMR (100 MHz, DMSO-d6) δ 155.0 (s), 153.1 (s), 150.7 (s), 140.2 (d, 1JC-H = 200 Hz), 139.6 (s), 128.5 (d, 2JC-H = 158 Hz), 127.5 (d, 3JC-H = 157 Hz), 127.0 (d, 4JC-H = 158 Hz), 118.1 (s), 43.4 (t, 2JC-H = 139 Hz).
References
[1] Organic Process Research and Development, 2009, vol. 13, # 3, p. 641 - 644
[2] Synthetic Communications, 2010, vol. 40, # 12, p. 1856 - 1866
[3] Patent: WO2012/51296, 2012, A2. Location in patent: Page/Page column 40
[4] Archiv der Pharmazie, 1999, vol. 332, # 6, p. 187 - 190
[5] Nucleosides, Nucleotides and Nucleic Acids, 2011, vol. 30, # 7-8, p. 503 - 511
N-Benzyl-2-chloro-9H-purin-6-amine Preparation Products And Raw materials
Raw materials
Preparation Products
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