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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
MDL Number:
MFCD00483232
MOL File:
32779-36-5.mol
MSDS File:
SDS
Last updated:2024-04-24 17:21:45

5-Bromo-2-chloropyrimidine Properties

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)  GHS hazard pictograms
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
1
2 0

5-Bromo-2-chloropyrimidine price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 596949 5-Bromo-2-chloropyrimidine 96% 32779-36-5 1g $10.64 2024-03-01 Buy
TCI Chemical B2847 5-Bromo-2-chloropyrimidine >97.0%(GC) 32779-36-5 1g $18 2024-03-01 Buy
TCI Chemical B2847 5-Bromo-2-chloropyrimidine >97.0%(GC) 32779-36-5 5g $26 2024-03-01 Buy
Alfa Aesar L18360 5-Bromo-2-chloropyrimidine, 98+% 32779-36-5 5g $109.65 2024-03-01 Buy
Alfa Aesar L18360 5-Bromo-2-chloropyrimidine, 98+% 32779-36-5 1g $31.6 2022-04-27 Buy
Product number Packaging Price Buy
596949 1g $10.64 Buy
B2847 1g $18 Buy
B2847 5g $26 Buy
L18360 5g $109.65 Buy
L18360 1g $31.6 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.5-Bromo-2-chloropyrimidine

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].
5-Bromo-2-chloropyrimidine

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.

38353-06-9
32779-36-5
Synthesis of 5-Bromo-2-chloropyrimidine from 5-Bromo-2-hydroxypyrimidine
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View Lastest Price from 5-Bromo-2-chloropyrimidine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Bromo-2-chloropyrimidine pictures 2024-04-24 5-Bromo-2-chloropyrimidine
32779-36-5
US $5.00 / kg 1kg 99.92% 50000tons Ouhuang Engineering Materials (Hubei) Co., Ltd
5-Bromo-2-chloropyrimidine pictures 2024-01-11 5-Bromo-2-chloropyrimidine
32779-36-5
US $122.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
5-Bromo-2-chloropyrimidine pictures 2023-07-19 5-Bromo-2-chloropyrimidine
32779-36-5
US $30.00 / KG 1KG 99% 20 Tons Wuhan wingroup Pharmaceutical Co., Ltd
PYRIMIDINE, 5-BROMO-2-CHLORO- 2-chloro-5-broMopyriMidine(5-broMo-2-chloropyriMidine) 2-chloro -5-broMo - uracil 5 - broMine - 2 - chloro pyriMidine 5-methyl-4,5-dihydrothiazol-2-amine 5-BROMO-2-CHLOROPYRIMIDINE 5-BROMO-2-CHLOROPYRIMIDNE 5-BROMO-2-CHLOROPYRIMIDINE(MINIMUM85%) 5-Bromo-2-chloropyrimidine 85% 2C5BP 5-Bromo-2-chloropyrimidine, 98+% 5-Bromo-2-chloropyrimidine,96% 5-Bromo-2-chloro-1,3-diazine Macitentan Intermediate 5 Macitentan Impurity 27 5-Bromo-2-chL e 5-Bromo-2-chloropyrimidine 5-Bromo-2-chloropyrimidine > -bromo-2-chloropyrimidine 5-bromo-2-chlorpyrimidine 5-broMine-2-chChemicalbookloropyriMidine 2-CHLORO-5-BROMOPYRIMIDINE 5-BROMO-2-CHLOROPYRIMIDINE(MINIMUM95%) MAJORIMPURITYIS2,5-DIBROMOPYRIMIDINE 5-Bromo-2-Chloropyrimidine (Intermediate of Masetitan) Macitentan Impurity 27 CRS 5-Bromo-2-chloropyrimidine2C5BP 32779-36-5 32799-36-5 C4H2BrClN2 C4H2ClBrN2 C4H2BrCIN2 C4H2N2BrCl Building Blocks Pyrimidines Heterocyclic Building Blocks Halogenated Heterocycles Pyridines, Pyrimidines, Purines and Pteredines pharmacetical Pyrazines, Pyrimidines & Pyridazines Pyrimidine Pyrimidine Series Halides Heterocycles Pyrazines, Pyrimidines & Pyridazines Building Blocks Halogenated Heterocycles Heterocyclic Building Blocks Pyrimidines PyrimidinesHeterocyclic Building Blocks Variety of halogenated heterocyclic series Halogenated Organohalides Heterocycle-Pyrimidine series Pharmaceutical intermediates Thiophenes Building Blocks C4 to C5