2-cyano-5-fluorobenzylbroMide
- Product Name
- 2-cyano-5-fluorobenzylbroMide
- CAS No.
- 421552-12-7
- Chemical Name
- 2-cyano-5-fluorobenzylbroMide
- Synonyms
- CM13336;Glycine Impurity 16;Trelagliptin Intermediate;2-Cyano-5-fluorobromobenzyl;2-Cyano-5-flurobenzyl broMide;2-Bromomethyl-4-fluorobenzonit;2- cyano -5- fluorine benzyl bromide;2-Bromomethyl-4-fluorobenzonitrile,98%;Trelagliptin & Alogliptin intermediates;6-bromo-5-fluoro-1,3-dihydroindol-8-one
- CBNumber
- CB8500612
- Molecular Formula
- C8H5BrFN
- Formula Weight
- 214.03
- MOL File
- 421552-12-7.mol
2-cyano-5-fluorobenzylbroMide Property
- Melting point:
- 69 °C
- Boiling point:
- 264.5±25.0 °C(Predicted)
- Density
- 1.59±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- soluble in Methanol
- form
- Solid
- color
- White to Almost white
- Sensitive
- Lachrymatory
- InChI
- InChI=1S/C8H5BrFN/c9-4-7-3-8(10)2-1-6(7)5-11/h1-3H,4H2
- InChIKey
- CHCAGFNTASDQFX-UHFFFAOYSA-N
- SMILES
- C(#N)C1=CC=C(F)C=C1CBr
Safety
- Hazard Codes
- C
- RIDADR
- 2923
- Hazard Note
- Corrosive/Lachrymatory
- HazardClass
- 8
- PackingGroup
- Ⅲ
- HS Code
- 2926907090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H314Causes severe skin burns and eye damage
H318Causes serious eye damage
H332Harmful if inhaled
- Precautionary statements
-
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- B4988
- Product name
- 2-(Bromomethyl)-4-fluorobenzonitrile
- Packaging
- 1G
- Price
- $43
- Updated
- 2025/07/31
- Product number
- B4988
- Product name
- 2-(Bromomethyl)-4-fluorobenzonitrile
- Packaging
- 5G
- Price
- $170
- Updated
- 2025/07/31
- Product number
- C987953
- Product name
- 2-Cyano-5-fluorobenzylbromide
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- FC37297
- Product name
- 2-Cyano-5-fluorobenzyl bromide
- Packaging
- 1g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 3737-B-25
- Product name
- 2-Cyano-5-fluorobenzyl bromide
- Purity
- 98%
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
2-cyano-5-fluorobenzylbroMide Chemical Properties,Usage,Production
Uses
2-Cyano-5-fluorobenzyl bromide is a hydrocarbon derivative and can be used as a pharmaceutical intermediate.
Synthesis
147754-12-9
421552-12-7
General procedure for the synthesis of 2-cyano-5-fluorobenzyl bromide from 4-fluoro-2-methylbenzonitrile: 1.35 g (10 mmol) of 4-fluoro-2-methylbenzonitrile was dissolved in 20 mL of carbon tetrachloride, and 0.25 g (0.015 mmol) of p-toluenesulfonic acid and 2.15 g (12 mmol) of N-bromosuccinimide (NBS) were added. The reaction mixture was heated and refluxed for 4 h. After completion of the reaction, it was cooled to room temperature and filtered. The organic layer was separated by adding 20 mL of saturated ammonium chloride solution to the filtrate. The organic layer was washed three times sequentially with 20 mL of water and 20 mL of saturated sodium chloride solution, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography (eluent: petroleum ether/ethyl acetate=3:1) to afford 2-bromomethyl-4-fluorobenzonitrile in 86% yield. 1.0 mmol of 2-bromomethyl-4-fluorobenzonitrile and 1.2 mmol of p-toluidine were dissolved in 50 mL of tetrahydrofuran and refluxed under stirring by heating to 60 °C. The mixture was then purified by the method. 0.2 g (3.0 mmol) of sodium ethoxide was added in batches and the reaction was continued at reflux for 8 hours. The progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, it was cooled to room temperature and concentrated under reduced pressure. 20 mL of ethyl acetate was added, washed three times sequentially with 20 mL of water and 20 mL of saturated sodium chloride solution, the organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography (eluent: petroleum ether/ethyl acetate=10:1) to afford the intermediate compound 2-(p-methylphenylamino)methyl-4-fluorobenzonitrile in 95% yield. Mass spectrum (ESI+): m/z=241.4 (M+H)+.
References
[1] Patent: EP3339287, 2018, A1. Location in patent: Paragraph 0024
[2] Organic Letters, 2016, vol. 18, # 17, p. 4444 - 4447
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 2, p. 510 - 524
[4] Patent: WO2008/53300, 2008, A1. Location in patent: Page/Page column 57
[5] Journal of Medicinal Chemistry, 2010, vol. 53, # 16, p. 5979 - 6002
2-cyano-5-fluorobenzylbroMide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-cyano-5-fluorobenzylbroMide manufacturers
- Product
- 2-cyano-5-fluorobenzylbroMide 421552-12-7
- Price
- US $1.00/g
- Min. Order
- 100g
- Purity
- 99
- Supply Ability
- 1000
- Release date
- 2025-08-11
- Product
- 2-cyano-5-fluorine benzyl bromide 421552-12-7
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-22
- Product
- 2-CYANO-5-FLUOROBENZYL BROMIDE 421552-12-7
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-06