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

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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)

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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

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 596949
Product name: 5-Bromo-2-chloropyrimidine
Purity: 96%
Packaging: 1g
Price: $10.64
Updated: 2024/03/01

TCI Chemical

Product number: B2847
Product name: 5-Bromo-2-chloropyrimidine
Purity: >97.0%(GC)
Packaging: 1g
Price: $18
Updated: 2024/03/01

TCI Chemical

Product number: B2847
Product name: 5-Bromo-2-chloropyrimidine
Purity: >97.0%(GC)
Packaging: 5g
Price: $26
Updated: 2024/03/01

Alfa Aesar

Product number: L18360
Product name: 5-Bromo-2-chloropyrimidine, 98+%
Packaging: 5g
Price: $109.65
Updated: 2024/03/01

Alfa Aesar

Product number: L18360
Product name: 5-Bromo-2-chloropyrimidine, 98+%
Packaging: 1g
Price: $31.6
Updated: 2022/04/27

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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-ETHOXY-PYRIMIDINE 5-Bromopyrimidine-2-carbonitrile 5-BROMO-2-(DIMETHYLAMINO)PYRIMIDINE 5-BROMOPYRIMIDINE-2-CARBOXYLIC ACID (5-BROMO-PYRIMIDIN-2-YL)-DIETHYL-AMINE 5-BROMO-2-(METHYLAMINO)PYRIMIDINE 5-BROMO-2-(PYRROLIDIN-1-YL)PYRIMIDINE

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5-Bromo-2-chloropyrimidine Suppliers

Americas 1 Belgium 2 Canada 4 China 571 Europe 3 France 3 Germany 10 India 58 Japan 4 Poland 1 South Korea 1 Sweden 2 Switzerland 3 The Netherlands 1 Ukraine 2 United Kingdom 22 United States 81 Global 769

Awesome （Beijing）TechnologyCo.,Ltd.

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ELION INTERNATIONAL(HONGKONG) CO., LTD

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Changzhou Boren Chemical Technology Co., Ltd.

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TIANJIN PHARMACN MEDICAL TECHNOLOGY CO.,LTD.

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View Lastest Price from 5-Bromo-2-chloropyrimidine manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd

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

WUHAN FORTUNA CHEMICAL CO., LTD

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

Hebei Weibang Biotechnology Co., Ltd

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

32779-36-5, 5-Bromo-2-chloropyrimidineRelated Search:

2-Chloropyrimidine 3-Bromoanisole 5-Bromopyrimidine 5-Bromo-2-iodopyrimidine Chlorobromoisocyanurate 1-Bromo-3-chloro-5,5-dimethylhydantoin 4-BENZYLOXY-5-BROMO-2-CHLOROPYRIMIDINE 4-AMINO-5-BROMO-2-CHLOROPYRIMIDINE, 95+%,4-AMINO-5-BROMO-2-CHLOROPYRIMIDINE 5-Bromo-2,4-dichloropyrimidine 5-Bromo-2,4-dichloro-6-methylpyrimidine 5-BROMO-2-CHLORO-4-METHOXYPYRIMIDINE Bromochloromethane 5-Bromo-2-chloro-4-(dimethylamino)pyrimidine 5-bromo-2-chloro-4-morpholinopyrimidine 5-BROMO-2-CHLORO-4-(1-PIPERIDINYL)PYRIMIDINE 2-Bromo-5-chloropyrimidine 2-Chloro-4-bromopyridine Bromine

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

Macitentan Intermediate 5

Macitentan Impurity 27

5-BROMO-2-CHLOROPYRIMIDINE

5-BROMO-2-CHLOROPYRIMIDNE

5-BROMO-2-CHLOROPYRIMIDINE(MINIMUM85%)

MAJORIMPURITYIS2,5-DIBROMOPYRIMIDINE

5-BROMO-2-CHLOROPYRIMIDINE(MINIMUM95%)

5-Bromo-2-chloropyrimidine 85%

2-CHLORO-5-BROMOPYRIMIDINE

2C5BP

5-Bromo-2-chloropyrimidine, 98+%

5-Bromo-2-chloropyrimidine,96%

5-Bromo-2-chloro-1,3-diazine

5-Bromo-2-chL

e 5-Bromo-2-chloropyrimidine

5-Bromo-2-chloropyrimidine &gt

-bromo-2-chloropyrimidine

5-bromo-2-chlorpyrimidine

5-broMine-2-chChemicalbookloropyriMidine

5-Bromo-2-Chloropyrimidine (Intermediate of Masetitan)

5-Bromo-2-chloropyrimidine2C5BP

Macitentan Impurity 27 CRS

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