5-Bromo-2-chloropyrimidine
- Product Name
- 5-Bromo-2-chloropyrimidine
- CAS No.
- 32779-36-5
- Chemical Name
- 5-Bromo-2-chloropyrimidine
- Synonyms
- 2-CHLORO-5-BROMOPYRIMIDINE;2C5BP;5-Bromo-2-chL;Macitentan Impurity 27;Macitentan Intermediate 5;5-BROMO-2-CHLOROPYRIMIDNE;-bromo-2-chloropyrimidine;5-bromo-2-chlorpyrimidine;5-BROMO-2-CHLOROPYRIMIDINE;2-chloro -5-broMo - uracil
- CBNumber
- CB4748175
- Molecular Formula
- C4H2BrClN2
- Formula Weight
- 193.43
- MOL File
- 32779-36-5.mol
5-Bromo-2-chloropyrimidine Property
- Melting point:
- 73-79 °C (lit.)
- Boiling point:
- 95°C 15mm
- Density
- 1.859±0.06 g/cm3(Predicted)
- Flash point:
- 95°C/15mm
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- soluble in Methanol
- pka
- -2.84±0.22(Predicted)
- form
- Crystalline Powder
- color
- Off-white to beige
- Water Solubility
- insoluble
- BRN
- 507955
- Stability:
- Hygroscopic
- InChI
- InChI=1S/C4H2BrClN2/c5-3-1-7-4(6)8-2-3/h1-2H
- InChIKey
- XPGIBDJXEVAVTO-UHFFFAOYSA-N
- SMILES
- C1(Cl)=NC=C(Br)C=N1
- CAS DataBase Reference
- 32779-36-5(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/39-37/39-36
- RIDADR
- UN 3335
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29335990
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.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 596949
- Product name
- 5-Bromo-2-chloropyrimidine
- Purity
- 96%
- Packaging
- 1g
- Price
- $10.64
- Updated
- 2024/03/01
- Product number
- B2847
- Product name
- 5-Bromo-2-chloropyrimidine
- Purity
- >97.0%(GC)
- Packaging
- 1g
- Price
- $18
- Updated
- 2024/03/01
- Product number
- B2847
- Product name
- 5-Bromo-2-chloropyrimidine
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $26
- Updated
- 2024/03/01
- Product number
- L18360
- Product name
- 5-Bromo-2-chloropyrimidine, 98+%
- Packaging
- 5g
- Price
- $109.65
- Updated
- 2024/03/01
- Product number
- L18360
- Product name
- 5-Bromo-2-chloropyrimidine, 98+%
- Packaging
- 1g
- Price
- $31.6
- Updated
- 2022/04/27
5-Bromo-2-chloropyrimidine Chemical Properties,Usage,Production
Description
5-Bromo-2-chloropyrimidine is a halogenated pyrimidine analogue containing chloro and bromo substituents at positions 2 and 5 of the benzene ring structure. The compound is used as a pharmaceutical intermediate in the preparation of macitentan, an endothelin receptor antagonist drug for the treatment of pulmonary hypertension.
Chemical Properties
Off-white to beige crystalline powder
Uses
5-Bromo-2-chloropyrimidine is applied as a pharmaceutical intermediate, in the synthesis of pharmaceutical goods such as inhibitors. It is also employed in the cross-coupling reactions of indium organometallics with 2,5-dihalopyrimidines.
Uses
5-Bromo-2-chloropyrimidine is a intermediate in the synthesis of pharmaceutical goods such as inhibitors.
Preparation
Under nitrogen protection, 35 g (0.2 mol) of 2-hydroxy-5-bromopyrimidine, 61.3 g (0.4 mol) of phosphorus oxychloride, and 200 mL of toluene were added into the reaction flask. At 35 ℃, triethylamine 40.5g was added and then heated up at 80-85 ℃. Stir the reaction for 6 hours, sampling HPLC to detect the raw material (less than 2%), and lower the temperature. After concentrating the mixture under reduced pressure to remove most of the toluene and Phosphorus oxychloride, put the reaction solution into 10°C water, and adjust pH=8-9 with 20% sodium carbonate aqueous solution. Finally, 5-Bromo-2-chloropyrimidine was obtained after purification.
Reactivity Profile
5-Bromo-2-chloropyrimidine, a 2,5-dihalopyrimidine, is a useful organic electrophiles. It could react with tri(3-indolyl)indium reagent through cross-coupling reaction. Other aryl- and heteroarylindium
reagents, such as thiophenyl-, pyridyl-, naphthyl-, and
alkynylindium reagents, also reacted with 5-bromo-2-
chloropyrimidine to afford the corresponding 2-chloro-5-substituted pyrimidines[1].
References
[1] Mosquera A, et al. Cross-Coupling Reactions of Indium Organometallics with 2,5-Dihalopyrimidines: Synthesis of Hyrtinadine A?. Organic Letters, 2008; 10: 3745–3748.
5-Bromo-2-chloropyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
5-Bromo-2-chloropyrimidine Suppliers
- Tel
- --
- Fax
- --
- fo@acros.com
- Country
- Belgium
- ProdList
- 3824
- Advantage
- 58
- Tel
- --
- Fax
- --
- info@acros.com
- Country
- Belgium
- ProdList
- 6772
- Advantage
- 81
View Lastest Price from 5-Bromo-2-chloropyrimidine manufacturers
- Product
- 5-Bromo-2-chloropyrimidine 32779-36-5
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-02
- Product
- 5-Bromo-2-chloropyrimidine 32779-36-5
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-11-12
- Product
- 5-Bromo-2-chloropyrimidine 32779-36-5
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-20