2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE
- Product Name
- 2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE
- CAS No.
- 155-12-4
- Chemical Name
- 2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE
- Synonyms
- Abemaciclib Impurity 36;2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE;2-Chloro-5-fluoro-pyrimidin-4-ol;2-Chloro-5-fluoro-4-pyrimidinone;2-Chloro-5-fluoropyriMidin-4(3H)-one;2-Chloro-5-fluoro-3H-pyriMidin-4-one;2-chloro-5-fluoro-1H-pyrimidin-6-one;2-Chloro-5-fluoro-4(3H)-pyrimidinone;2-Chloro-5-fluoro-1H-pyriMidine-6-one;2-Chloro-4-hydroxy-5-fluoropyrimidine
- CBNumber
- CB3842175
- Molecular Formula
- C4H2ClFN2O
- Formula Weight
- 148.52
- MOL File
- 155-12-4.mol
2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE Property
- Melting point:
- 176-177 °C(Solv: ethanol (64-17-5))
- Density
- 1.70±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- powder to crystal
- pka
- 4.48±0.50(Predicted)
- color
- White to Light yellow
Safety
- HS Code
- 29335990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
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.
N-Bromosuccinimide Price
- Product number
- C3381
- Product name
- 2-Chloro-5-fluoro-4-pyrimidinone
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $91
- Updated
- 2024/03/01
- Product number
- C3381
- Product name
- 2-Chloro-5-fluoro-4-pyrimidinone
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $307
- Updated
- 2024/03/01
- Product number
- C585220
- Product name
- 2-Chloro-5-fluoropyrimidin-4-one
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 295630
- Product name
- 2-Chloro-4-hydroxy-5-fluoropyrimidine
- Packaging
- 10g
- Price
- $991
- Updated
- 2021/12/16
- Product number
- 072662
- Product name
- 2-Chloro-5-fluoropyrimidin-4-one
- Purity
- 95+%
- Packaging
- 1g
- Price
- $43
- Updated
- 2021/12/16
2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE Chemical Properties,Usage,Production
Synthesis
2927-71-1
155-12-4
The general procedure for the synthesis of 2-chloro-5-fluoropyrimidin-4(3H)-one from 2,4-dichloro-5-fluoropyrimidine was as follows: dimethylaniline (195 mL, 1.54 mol) was added to the slurry formed by 5-fluorouracil (99.73 g, 0.77 mol) and phosphoryl chloride (215 mL, 2.31 mol) under nitrogen protection, and the temperature of the reaction was maintained at 95 °C. The reaction mixture was stirred at this temperature for 3.5 hours and then cooled to room temperature and subsequently slowly poured into a stirred mixture of ice (200 g) and 6 M hydrochloric acid (200 mL). The resulting slurry was extracted with dichloromethane (2 x 400 mL), and the combined organic phases were washed with deionized water (4 x 275 mL), dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to afford 111.77 g of 5-fluoro-2,4-dichloropyrimidine (87% yield, 98.1% AUC purity as determined by HPLC) as amber oil. Next, 1.34 L of 1 M sodium hydroxide solution was slowly added to a solution of 5-fluoro-2,4-dichloropyrimidine (111.77 g, 0.67 mol) in tetrahydrofuran (377 mL) at 0 °C. The reaction mixture was stirred at room temperature for about 30 min before the pH was slowly adjusted to 6 with 1.0 M hydrochloric acid.The aqueous phase was extracted with ethyl acetate (440 mL) to remove impurities, followed by adjusting the pH to 1 with 1.0 M hydrochloric acid.The acidic aqueous phase was extracted with ethyl acetate (4 x 555 mL).The combined organic phases were washed with brine (111 mL), dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to give 2- chloro-5-fluoro-3H-pyrimidin-4-one 88.35 g (89% yield, 99% AUC purity by HPLC) as an off-white powder.
References
[1] Patent: EP1506967, 2005, A1. Location in patent: Page/Page column 67
[2] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 18, p. 4984 - 4995
[3] Patent: US2007/66636, 2007, A1. Location in patent: Page/Page column 19; 20
[4] Journal of Medicinal Chemistry, 2011, vol. 54, # 2, p. 510 - 524
[5] Patent: US2007/60529, 2007, A1. Location in patent: Page/Page column 14
2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE manufacturers
- Product
- 2-CHLORO-5-FLUOROPYRIMIDIN-4-ONE 155-12-4
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.0% min
- Supply Ability
- 100 tons min
- Release date
- 2021-05-26
- Product
- 2-Chloro-4-hydroxy-5-fluoropyrimidine 155-12-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- 2-Chloro-4-hydroxy-5-fluoropyrimidine 155-12-4
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08