4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine
- Product Name
- 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine
- CAS No.
- 582313-57-3
- Chemical Name
- 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine
- Synonyms
- SKL127;4-chloro-7-fluoro-7-deazapurine;6-Chloro-7-fluoro-7-deazapurine;4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine;7H-Pyrrolo[2,3-d]pyriMidine,4-chloro-5-fluoro-;4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine 95+%;4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine ISO 9001：2015 REACH;6-Chloro-7-fluoro-7-deazapurine,4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine
- CBNumber
- CB41509263
- Molecular Formula
- C6H3ClFN3
- Formula Weight
- 171.56
- MOL File
- 582313-57-3.mol
4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine Property
- Density
- 1.642±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 9.72±0.50(Predicted)
- Appearance
- Light yellow to brown Solid
- InChI
- InChI=1S/C6H3ClFN3/c7-5-4-3(8)1-9-6(4)11-2-10-5/h1-2H,(H,9,10,11)
- InChIKey
- OOBFPXOXHUBRDN-UHFFFAOYSA-N
- SMILES
- C1=NC(Cl)=C2C(F)=CNC2=N1
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933599590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- C374270
- Product name
- 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- PC50028
- Product name
- 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine
- Purity
- 95+%
- Packaging
- 100mg
- Price
- $83
- Updated
- 2021/12/16
- Product number
- 3H31-7-Y3
- Product name
- 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine
- Packaging
- 100mg
- Price
- $133
- Updated
- 2021/12/16
- Product number
- HCH0143758
- Product name
- 4-CHLORO-5-FLUORO-7H-PYRROLO[2,3-D]-PYRIMIDINE
- Purity
- 95.00%
- Packaging
- 500MG
- Price
- $864.17
- Updated
- 2021/12/16
- Product number
- HCH0143758
- Product name
- 4-CHLORO-5-FLUORO-7H-PYRROLO[2,3-D]-PYRIMIDINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $962.35
- Updated
- 2021/12/16
4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine Chemical Properties,Usage,Production
Synthesis
22276-95-5
582313-57-3
General procedure for the synthesis of 4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidines from 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidines: 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidines (0.6 g, 2.60 mmol) were dissolved in 30 mL of dry tetrahydrofuran (THF) and cooled to -78 °C. 4.10 mL of n-butyllithium (nBuLi, 1.6 M solution in hexane) was added dropwise over 10 min. The reaction mixture was stirred at -78 °C for 20 min, followed by dropwise addition of N-fluorobenzenesulfonimide (NFSI, 3.38 mmol, 1.065 g, dissolved in 6.5 mL of anhydrous THF) over 15 min. The reaction mixture was slowly warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction was quenched by the addition of 2 mL of water, and then the mixture was evaporated to dryness. The crude product was partitioned between ethyl acetate (EtOAc, 40 mL) and saturated ammonium chloride solution (20 mL), and the aqueous layer was extracted with 20 mL EtOAc. The organic layers were combined, washed with 20 mL of water and subsequently dried over anhydrous magnesium sulfate (MgSO?). After filtration, the solvent was evaporated. The crude product was purified by silica gel column chromatography using 4% methanol/dichloromethane (MeOH/CH?Cl?) as eluent to afford 4-chloro-5-fluoro-7H-pyrrolo[2,3-d]pyrimidine (0.36 g, 71% yield).1H NMR (DMSO-d?) δ: 7.70 (s, 1H), 8.62 (s, 1H), 12.25 (s, 1H (NH).
References
[1] Patent: WO2004/11478, 2004, A2. Location in patent: Page 27
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 21, p. 5284 - 5297
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 24, p. 7742 - 7747
[4] Patent: WO2015/143712, 2015, A1. Location in patent: Page/Page column 34; 35
[5] Patent: US2016/244475, 2016, A1. Location in patent: Paragraph 0310; 0313
4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine manufacturers
- Product
- 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine 582313-57-3
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-12-03
- Product
- 4-Chloro-5-fluoro-7H-pyrrolo[2,3-d]-pyrimidine 582313-57-3
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-02