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5-Bromo-2-chloropyrimidine

5-Bromo-2-chloropyrimidine Structure
5-Bromo-2-chloropyrimidine structure
CAS No.
32779-36-5
Chemical Name:
5-Bromo-2-chloropyrimidine
Synonyms
2-CHLORO-5-BROMOPYRIMIDINE;2C5BP;HN-MCTRCO1;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
CBNumber:
CB4748175
Molecular Formula:
C4H2BrClN2
Molecular Weight:
193.43
MDL Number:
MFCD00483232
MOL File:
32779-36-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-25 07:39:42
Request For Quotation

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)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
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
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
1
2 0

5-Bromo-2-chloropyrimidine price More Price(94)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 596949 5-Bromo-2-chloropyrimidine 96% 32779-36-5 1g $29.2 2026-04-30 Buy
TCI Chemical B2847 5-Bromo-2-chloropyrimidine >97.0%(GC) 32779-36-5 1g $20 2026-04-30 Buy
TCI Chemical B2847 5-Bromo-2-chloropyrimidine >97.0%(GC) 32779-36-5 5g $28 2026-04-30 Buy
Usbiological 261881 5-Bromo-2-chloropyrimidine Asreported 32779-36-5 10g $333 2026-06-03 Buy
Usbiological 261881 5-Bromo-2-chloropyrimidine Asreported 32779-36-5 25g $460 2026-06-03 Buy
Product number Packaging Price Buy
596949 1g $29.2 Buy
B2847 1g $20 Buy
B2847 5g $28 Buy
261881 10g $333 Buy
261881 25g $460 Buy

5-Bromo-2-chloropyrimidine Chemical Properties, Uses, 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 a intermediate in the synthesis of pharmaceutical goods such as inhibitors.

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.

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

Synthesis

5-Bromo-2-hydroxypyrimidine

38353-06-9

5-Bromo-2-chloropyrimidine

32779-36-5

General procedure for the synthesis of 5-bromo-2-chloropyrimidine from 5-bromopyrimidin-2(1H)-one: Phosphoryl chloride (225 mL, 2.4 mol, 1.4 eq.) was slowly added to a reaction flask containing a mixture of 5-bromo-2-hydroxypyrimidine (30 g, 0.17 mol) and dimethylaniline (7.5 mL). The reaction mixture was heated to reflux under nitrogen protection for 4 hours. Upon completion of the reaction, the dark brown reaction mixture was cooled to room temperature and then carefully poured into ice water. The mixture was extracted with ether to separate the organic phase. The organic phase was subsequently washed with sodium bicarbonate solution to remove acidic impurities. The washed organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product 5-bromo-2-chloropyrimidine (25 g, 75% yield). [Ref: Goodby, J.W.; Hird, M.; Lewis, R.A.; Toyne, K.J. J. Chem. Soc., Chem. Commun. 1996, 2719.]

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 synthesis

38353-06-9
32779-36-5
Synthesis of 5-Bromo-2-chloropyrimidine from 5-Bromo-2-hydroxypyrimidine

5-Bromo-2-chloropyrimidine Preparation Products And Raw materials

Raw materials

5-Bromo-2-hydroxypyrimidine 5-Bromopyrimidine 2-Chloropyrimidine trichlorophosphate 4-Bromo-N,N-dimethylaniline
N,N'-Ethylenebis(stearamide)

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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 2-Chloropyrimidine-5-boronic acid 5-Bromo-2-(pyrrolidin-1-yl)pyrimidine 2-Chloro-5-phenyl-pyrimidine 2-Chloropyrimidine-5-carbaldehyde
5-Bromo-2-methoxypyrimidine Tert-Butyl Methyl 2-(5-Bromopyrimidin-2-Yl)Malonate N-(5-BroMopyriMidin-2-yl)-N-MethylacetaMide

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5-Bromo-2-chloropyrimidine Suppliers

Global Suppliers ( 775)
Supplier Tel Email Country ProdList Advantage
Changzhou Qinuo Chemical Co., Ltd.Co., Ltd. 0519-0519-83812535 sales@qinuochem.com China 287 60
ELION INTERNATIONAL(HONGKONG) CO., LTD 0571-85381529,0571-85381539; 15967138206 sales@hzbrown.com China 77 62
Huaihua Baohua Biological Technology Co. LTD 0519-82698292 info@hhbhswkj.com China 158 58
Jinan Dexinjia Bio&Tech Co., Ltd 0531-82375880 15098789112 3845379039@qq.com China 1458 58
Shanghai Toplab Chemical Co., Ltd. 021-31137757-00; 18121466954;18121466954 28328681@qq.com China 184 55
Beijing Whale Technology Corporation Ltd. 010-83694934 13671295325 sales@whalecorporation.com China 107 58
Nanjing Intermate Technology Co., Ltd 18501091076 57715449@qq.com China 102 58
TIANJIN PHARMACN MEDICAL TECHNOLOGY CO.,LTD. 022-60189726 18812034280 188120342808@163.com China 143 61
Nanbu County Chengxin Technology Co., Ltd. 0838-5675166 15883665058 nbcxkj@126.com China 956 55
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Supplier Advantage
Changzhou Qinuo Chemical Co., Ltd.Co., Ltd. 60
ELION INTERNATIONAL(HONGKONG) CO., LTD 62
Huaihua Baohua Biological Technology Co. LTD 58
Jinan Dexinjia Bio&Tech Co., Ltd 58
Shanghai Toplab Chemical Co., Ltd. 55
Beijing Whale Technology Corporation Ltd. 58
Nanjing Intermate Technology Co., Ltd 58
TIANJIN PHARMACN MEDICAL TECHNOLOGY CO.,LTD. 61
Nanbu County Chengxin Technology Co., Ltd. 55
J & K SCIENTIFIC LTD. 76

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Bromo-2-chloropyrimidine pictures 2026-09-15 5-Bromo-2-chloropyrimidine
32779-36-5
 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
5-Bromo-2-chloropyrimidine pictures 2026-09-02 5-Bromo-2-chloropyrimidine
32779-36-5
 $1.00-122.00 1KG 99% Henan Fengda Chemical Co., Ltd
5-Bromo-2-chloropyrimidine pictures 2026-07-30 5-Bromo-2-chloropyrimidine
32779-36-5
 $100.00-2500.00 1KG 99% 2MT per month Anhui Dexinjia Biopharm Co., Ltd

5-Bromo-2-chloropyrimidine Spectrum

5-Bromo-2-chloropyrimidine(32779-36-5)MS5-Bromo-2-chloropyrimidine(32779-36-5)1HNMR5-Bromo-2-chloropyrimidine(32779-36-5)13CNMR5-Bromo-2-chloropyrimidine(32779-36-5)IR15-Bromo-2-chloropyrimidine(32779-36-5)IR2

32779-36-5 (5-Bromo-2-chloropyrimidine) Related Search:

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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% 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 > -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 2-CHLORO-5-BROMOPYRIMIDINE 5-Bromo-2-chloropyrimidine purum HN-MCTRCO1 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