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;5-BROMO-2-CHLOROPYRIMIDNE;Macitentan Intermediate 5;-bromo-2-chloropyrimidine;5-bromo-2-chlorpyrimidine;5-BROMO-2-CHLOROPYRIMIDINE;2-chloro -5-broMo - uracil
- CBNumber:
- CB4748175
- Molecular Formula:
- C4H2BrClN2
- Molecular Weight:
- 193.43
- MOL File:
- 32779-36-5.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/4/24 17:21:45
| 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
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| 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 | |||||||||
| NFPA 704 |
|
5-Bromo-2-chloropyrimidine price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 596949 | 5-Bromo-2-chloropyrimidine 96% | 32779-36-5 | 1G | ₹10381.18 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 596949 | 5-Bromo-2-chloropyrimidine 96% | 32779-36-5 | 5G | ₹35679.2 | 2022-06-14 | Buy |
| TCI Chemicals (India) | B2847 | 5-Bromo-2-chloropyrimidine min. 97.0 % | 32779-36-5 | 1G | ₹2100 | 2022-05-26 | Buy |
| TCI Chemicals (India) | B2847 | 5-Bromo-2-chloropyrimidine min. 97.0 % | 32779-36-5 | 5G | ₹4300 | 2022-05-26 | Buy |
| TCI Chemicals (India) | B2847 | 5-Bromo-2-chloropyrimidine min. 97.0 % | 32779-36-5 | 25G | ₹23900 | 2022-05-26 | Buy |
5-Bromo-2-chloropyrimidine Chemical Properties,Uses,Production
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
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| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| ALTRAKEM PHARMA LIFE SCIENCES PRIVATE LIMITED | 58 |
| Kalam Sai Life Sciences Pvt Ltd | 58 |
| ANJI BIOSCIENCES | 58 |
| Mutya sai Labs | 58 |
| TRUE LABS | 58 |
| SURVIVAL TECHNOLOGIES LIMITED | 58 |
| SCINTELLI | 58 |
| HEMANT BIOSCIENCE | 58 |
| VASISTA LIFE SCIENCES PRIVATE LIMITED | 58 |
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