- 4-Chloro-7-azaindole
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- $0.00 / 1G
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2025-12-29
- CAS:55052-28-3
- Min. Order: 1G
- Purity: 98%min
- Supply Ability: 30kg/month
- 4-Chloro-7-azaindole
-
- $0.00 / 1g
-
2025-12-26
- CAS:55052-28-3
- Min. Order: 1g
- Purity: 99%
- Supply Ability: 2000tons
- 4-Chloro-7-azaindole
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- $0.00 / 25KG
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2025-12-01
- CAS:55052-28-3
- Min. Order: 1KG
- Purity: 98.0%
- Supply Ability: 10000KGS
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| | 4-Chloro-7-azaindole Basic information |
| | 4-Chloro-7-azaindole Chemical Properties |
| Melting point | 176-181 °C | | density | 1.425±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | solid | | pka | 12.98±0.40(Predicted) | | color | Light yellow to brown | | Water Solubility | Slightly soluble in water. | | InChI | InChI=1S/C7H5ClN2/c8-6-2-4-10-7-5(6)1-3-9-7/h1-4H,(H,9,10) | | InChIKey | HNTZVGMWXCFCTA-UHFFFAOYSA-N | | SMILES | C12NC=CC1=C(Cl)C=CN=2 | | CAS DataBase Reference | 55052-28-3(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 22-37/38-41 | | Safety Statements | 26-39 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | HazardClass | IRRITANT | | HazardClass | 6.1 | | PackingGroup | Ⅲ | | HS Code | 29339900 |
| | 4-Chloro-7-azaindole Usage And Synthesis |
| Description | 4-Chloro-7-azaindole belongs to the class of azaindole compounds, which has anticancer, antibacterial, antiviral and other biological activities. 4-Chloro-7-azaindole is mainly used as an organic intermediate in the preparation of 7-azaindole derivatives, GDC-0575, and Janus kinase inhibitors. | | Chemical Properties | White to brown solid | | Uses | 4-Chloro-7-azaindole can be used as a useful intermediate for drug discovery research. | | Uses | A useful intermediate for drug discovery research such as used in the synthesis of 7-azaindole derivatives, synthetic cytokinin analogues. | | Preparation | Using 7-azaindole as the raw material, hydrogen peroxide was used to carry out N-oxidation reaction to generate N-oxide. In the reaction between POCl? and N-oxide, diisopropylethylamine (DIPEA) was added as a catalyst to increase the yield. After the reaction was completed, 4-Chloro-7-azaindole was obtained by alkalization treatment with a yield of up to 85.6%. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 71, p. 4021, 2006 DOI: 10.1021/jo0602571 | | Synthesis | 7-Azaindole (3.6 g, 30 mmol) was used as raw material and dissolved in a mixed solvent of dimethoxyethane (17 ml) and heptane (33 ml). Subsequently, m-chloroperoxybenzoic acid (mCPBA) (8.1 g, 77% purity) was added and the reaction mixture was stirred at room temperature. After completion of the reaction, the mixture was filtered through filter paper and the filter cake was washed using a mixture of dimethoxyethane (34 ml) and heptane (64 ml). Phosphorus trichloride oxide (POCl3) (22 ml, 0.24 mol) was added to the filtrate and heated to reflux at 80°C for 18 hours. At the end of the reaction, the mixture was cooled to room temperature, diluted with water (150 ml) and the pH was adjusted to 10 with 6N sodium hydroxide (NaOH) solution.The resulting solid was collected by filtration through filter paper to afford the target product 4-chloro-7-azaindole (1) as a light orange solid (3.9 g, 85% yield). | | References | [1] Patent: KR101548492, 2015, B1. Location in patent: Paragraph 0048; 0049
[2] Chemical and Pharmaceutical Bulletin, 2014, vol. 62, # 3, p. 217 - 220
[3] Patent: EP2487180, 2012, A1. Location in patent: Page/Page column 20
[4] Patent: WO2011/23081, 2011, A1
[5] European Journal of Medicinal Chemistry, 2011, vol. 46, # 8, p. 3218 - 3226 |
| | 4-Chloro-7-azaindole Preparation Products And Raw materials |
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