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36082-50-5

Basic Information
CAS No.: 36082-50-5
Name: 5-Bromo-2,4-dichloropyrimidine
Molecular Structure:
Molecular Structure of 36082-50-5 (5-Bromo-2,4-dichloropyrimidine)
Formula: C4HBrCl2N2
Molecular Weight: 227.8741
Synonyms: 2,4-dichloro-5-bromo pyrimidine;5-bromo-2,4-dichloro-pyrimidine;2,4-Dichloro-5-bromo pyrimidine;Pyrimidine, 5-bromo-2,4-dichloro-;
EINECS: -0
Density: 1.965 g/cm3
Melting Point: 29-30 °C(lit.)
Boiling Point: 287.476 °C at 760 mmHg
Flash Point: 127.661 °C
Solubility:
Appearance: light yellow solid or liquid
Hazard Symbols: ToxicT
Risk Codes: 23/24/25-34
Safety: 26-27-36/37/39-45
Transport Information: UN 3263 8/PG 2
PSA: 25.78000
LogP: 2.54590
Synthetic route
51-20-7

5-bromouracil

36082-50-5

2,4-dichloro-5-bromopyrimidine

Conditions
ConditionsYield
With phosphorus pentachloride In 1,1,2-trichloroethane Reagent/catalyst; Solvent; Reflux;99.5%
With N,N-dimethyl-aniline; trichlorophosphate at 120 - 130℃; for 1.33333h;96.6%
With phosgene; Tributylphosphine oxide at -5 - 125℃; for 1.83333h; Inert atmosphere;89.7%
51-20-7

2,4-dihydroxy-5-bromopyrimidine

36082-50-5

2,4-dichloro-5-bromopyrimidine

Conditions
ConditionsYield
With pyridine; trichlorophosphate at 160℃; for 2h; Autoclave; neat (no solvent);91%
With dmap; thionyl chloride; bis(trichloromethyl) carbonate for 12.5h; Reflux; Green chemistry;90%
With phosphorus pentachloride; trichlorophosphate
51-20-7

5-bromouracil

10026-13-8, 874483-75-7

phosphorus pentachloride

36082-50-5

2,4-dichloro-5-bromopyrimidine

113138-12-8

5-bromo-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

36082-50-5

2,4-dichloro-5-bromopyrimidine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; trichlorophosphate at 90℃;
36082-50-5

2,4-dichloro-5-bromopyrimidine

205672-25-9

4-amino-5-bromo-2-chloropyrimidine

Conditions
ConditionsYield
With ammonia In methanol at 20℃;100%
With ammonium hydroxide In tetrahydrofuran at 20℃; for 12h;100%
With ammonium hydroxide In tetrahydrofuran; water at 20℃; for 1.5h;100%
36082-50-5

2,4-dichloro-5-bromopyrimidine

844843-37-4

5-bromo-2-chloro-pyrimidin-4(3H)-one

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 6h; Cooling;86%
Stage #1: 2,4-dichloro-5-bromopyrimidine With sodium hydroxide In tetrahydrofuran at 20℃; for 3h;
Stage #2: With hydrogenchloride In tetrahydrofuran
64%
Stage #1: 2,4-dichloro-5-bromopyrimidine With sodium hydroxide In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere;
64%
36082-50-5

2,4-dichloro-5-bromopyrimidine

1197953-47-1

(2-aminophenyl)dimethyl phosphorus oxide

1407520-11-9

(2-((5-bromo-2-chloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In N,N-dimethyl-formamide at 65℃; for 8h;72%
With potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In N,N-dimethyl-formamide at 65℃; for 7h;66%
With tetrabutylammonium hydrogensulfate; potassium carbonate In N,N-dimethyl-formamide at 65℃; for 7h;66%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h;2.96 g
36082-50-5

2,4-dichloro-5-bromopyrimidine

75178-96-0

N-Boc-1,3-diaminopropane

1046784-89-7

(3-((5-bromo-2-chloropyrimidin-4-yl)amino)propyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 3.5h;100%
With triethylamine In acetonitrile at 20℃; for 0.5h;41%
With triethylamine In acetonitrile at 0 - 20℃;
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol regioselective reaction;
With potassium carbonate In isopropyl alcohol at 80℃; for 24h;
36082-50-5

2,4-dichloro-5-bromopyrimidine

68621-88-5

(3-aminophenyl)carbamic acid tert-butyl ester

1202760-30-2

tert-butyl (3-((5-bromo-2-chloropyrimidin-4-yl)amino)phenyl)carbamate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide99%
With potassium carbonate In N,N-dimethyl-formamide at 21℃; for 16h; Inert atmosphere;98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;98%
36082-50-5

2,4-dichloro-5-bromopyrimidine

74-89-5

methylamine

205672-24-8

5-bromo-2-chloro-N-methyl-pyrimidin-4-amine

Conditions
ConditionsYield
In methanol at 0 - 20℃; for 3.66667h;100%
In methanol; water Cooling with ice;88%
In methanol; ethanol at 0 - 20℃; for 3h;88%
36082-50-5

2,4-dichloro-5-bromopyrimidine

87120-72-7

1-(tert-butoxycarbonyl)-4-aminopiperidine

954221-10-4

tert-butyl 4-((5-bromo-2-chloropyrimidin-4-yl)amino)piperidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 0.5h;82%
With trimethylamine In acetonitrile at 20℃; for 2h;82%
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 20℃;67%
36082-50-5

2,4-dichloro-5-bromopyrimidine

100-51-6

benzyl alcohol

41244-53-5

2,4-bis(benzyloxy)-5-bromopyrimidine

Conditions
ConditionsYield
With sodium hydride In toluene at 20 - 25℃; for 12h;93%
With sodium hydride In toluene at 20℃; for 18h;91%
With sodium hydride 1.) toluene, 50 deg C, 2.) toluene, 25 deg C, overnight; Yield given. Multistep reaction;
With sodium hydride
36082-50-5

2,4-dichloro-5-bromopyrimidine

13325-10-5

4-Aminobutanol

477593-33-2

4-((5-bromo-2-chloropyrimidin-4-yl)amino)butan-1-ol

Conditions
ConditionsYield
With triethylamine In acetonitrile at 0 - 20℃; for 16h;98%
With triethylamine In acetonitrile at 0 - 20℃; for 16h;98%
With triethylamine In butan-1-ol at 125℃; for 1h; Inert atmosphere; Microwave irradiation;77%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 0.333333h; Microwave irradiation;
36082-50-5

2,4-dichloro-5-bromopyrimidine

147081-44-5

(3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine

1146159-74-1

(S)-tert-butyl 3-(5-bromo-2-chloropyrimidin-4-ylamino)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane at 10 - 20℃; for 20h;67%
With potassium carbonate In N,N-dimethyl-formamide
With potassium carbonate In acetonitrile at 0 - 20℃;
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 8h;
With potassium carbonate In acetonitrile at 20℃;
36082-50-5

2,4-dichloro-5-bromopyrimidine

1021268-16-5

1-(5-bromo-2-chloropyrimidine-4-yl)hydrazine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 12h; Reflux; Inert atmosphere;100%
With hydrazine hydrate In methanol at 20℃; for 1h; Cooling with ice;87%
With hydrazine hydrate In ethanol at 5 - 20℃; for 1h;75%
With hydrazine hydrate; triethylamine In ethanol at 20℃; for 1h; Cooling with ice;
36082-50-5

2,4-dichloro-5-bromopyrimidine

108-91-8

cyclohexylamine

864655-05-0

5-bromo-2-chloro-N-cyclohexylpyrimidin-4-amine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; for 12h;95%
With diisopropylamine In 1,4-dioxane at 20℃; for 6h;63%
With sodium hydrogencarbonate In methanol at 20℃; for 6h;54%
36082-50-5

2,4-dichloro-5-bromopyrimidine

24347-58-8

(R,R)-2,3-butandiol

851008-29-2

(2R,3R)-3-[(5-bromo-2-chloropyrimidin-4-yl)oxy]butan-2-ol

Conditions
ConditionsYield
Stage #1: (R,R)-2,3-butandiol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.166667h;
Stage #2: 2,4-dichloro-5-bromopyrimidine In tetrahydrofuran at 20℃; for 12h;
81%
Stage #1: (R,R)-2,3-butandiol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.166667h;
Stage #2: 2,4-dichloro-5-bromopyrimidine In tetrahydrofuran at 0 - 20℃; for 12h;
81%
Stage #1: (R,R)-2,3-butandiol With sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h;
Stage #2: 2,4-dichloro-5-bromopyrimidine In tetrahydrofuran at 0 - 20℃; for 12h;
57%
36082-50-5

2,4-dichloro-5-bromopyrimidine

936920-11-5

N-{3-[(3-cyano-propyl)-methanesulfonyl-amino]-phenyl}-acetamide

N-(3-{[4-(5-bromo-2-chloro-pyrimidin-4-ylamino)-butyl]-methanesulfonyl-amino}-phenyl)-acetamide

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-bromopyrimidine; N-{3-[(3-cyano-propyl)-methanesulfonyl-amino]-phenyl}-acetamide With hydrogenchloride; hydrogen; platinum(IV) oxide In ethanol; water at 20℃; under 760.051 Torr; for 5h;
Stage #2: 2,4-dichloro-5-bromopyrimidine With triethylamine In acetonitrile at 20℃; for 16h;
43%
36082-50-5

2,4-dichloro-5-bromopyrimidine

22483-09-6

2,2-dimethoxyethylamine

5-bromo-2-chloro-N-(2,2-dimethoxyethyl)pyrimidin-4-amine

Conditions
ConditionsYield
With triethylamine In ethanol at 20℃; for 24h;83%
With triethylamine In ethanol at 0 - 20℃; for 12h;77%
Stage #1: 2,4-dichloro-5-bromopyrimidine; 2,2-dimethoxyethylamine In ethanol at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With triethylamine In ethanol Inert atmosphere;
64%
With triethylamine In ethanol at 0 - 20℃; for 16.25h;
36082-50-5

2,4-dichloro-5-bromopyrimidine

14316-06-4

D-alanine methyl ester hydrochloride

851008-31-6

methyl N-(5-bromo-2-chloropyrimidin-4-yl)-D-alaninate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 48h;86%
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 48h;86%
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 48h;86%
36082-50-5

2,4-dichloro-5-bromopyrimidine

554-84-7

meta-nitrophenol

5-bromo-2-chloro-4-(3-nitrophenoxy)pyrimidine

Conditions
ConditionsYield
Stage #1: meta-nitrophenol With sodium hydride In dimethyl sulfoxide; N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 2,4-dichloro-5-bromopyrimidine In dimethyl sulfoxide; N,N-dimethyl-formamide at 20℃;
93%
With potassium carbonate In N,N-dimethyl-formamide
With N-ethyl-N,N-diisopropylamine In ethanol at 0 - 20℃;
36082-50-5

2,4-dichloro-5-bromopyrimidine

371-40-4

4-fluoroaniline

280582-07-2

5-bromo-2-chloro-4-[(4-fluorophenyl)amino]-pyrimidine

Conditions
ConditionsYield
With sodium acetate In tetrahydrofuran; water at 20℃; for 18h;90%
With potassium carbonate In water; isopropyl alcohol at 20℃; for 18h;90%
With sodium carbonate In ethanol at 20℃; for 16h;
36082-50-5

2,4-dichloro-5-bromopyrimidine

124-41-4

sodium methylate

57054-92-9

5-bromo-2-chloro-4-methoxypyrimidine

Conditions
ConditionsYield
With methanol at 20℃; for 4h;93%
In methanol at 20℃; for 4h; Cooling with ice;93%
In methanol at 20℃; for 12h;90%
36082-50-5

2,4-dichloro-5-bromopyrimidine

144222-22-0

tert-butyl 4-(aminomethyl)piperidine-1-carboxylate

1289114-86-8

4-[(5-bromo-2-chloro-pyrimidin-4-ylamino)methyl]-piperidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With trimethylamine In acetonitrile at 20℃; for 2h;92%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;75%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 0.333333h; Microwave irradiation;
36082-50-5

2,4-dichloro-5-bromopyrimidine

104-94-9

4-methoxy-aniline

5-bromo-2-chloro-N-(4-methoxyphenyl)pyrimidin-4-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 100℃;72%
With potassium carbonate In water; isopropyl alcohol at 20℃;51.4%
Stage #1: 2,4-dichloro-5-bromopyrimidine; 4-methoxy-aniline In isopropyl alcohol at 20℃;
Stage #2: With potassium carbonate In water at 20℃;
51.4%
36082-50-5

2,4-dichloro-5-bromopyrimidine

934-22-5

5-aminobenzimidazole

852357-08-5

(1H-Benzoimidazol-5-yl)-(5-bromo-2-chloro-pyrimidin-4-yl)-amine

Conditions
ConditionsYield
With sodium carbonate In ethanol at 20℃; for 24h;93%
With sodium carbonate In ethanol at 20℃; for 16h;
36082-50-5

2,4-dichloro-5-bromopyrimidine

5813-64-9

2,2-dimethylpropylamine

(5-bromo-2-chloropyrimidin-4-yl)-(2,2-dimethylpropyl)amine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 2h;70%
With sodium hydrogencarbonate In methanol at 20℃; for 6h;
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 2h;
36082-50-5

2,4-dichloro-5-bromopyrimidine

5188-07-8

sodium thiomethoxide

59549-51-8

5-bromo-2-chloro-4-(methylthio)pyrimidine

Conditions
ConditionsYield
In acetonitrile at 20℃;82.8%
In acetonitrile at 20℃; for 24h;70%
In acetonitrile at 20℃; for 24h;70%
36082-50-5

2,4-dichloro-5-bromopyrimidine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-bromopyrimidine With TurboGrignard In tetrahydrofuran at -78℃; for 2h; Bouveault Aldehyde Synthesis;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - -42℃; for 12h;
38%
Stage #1: 2,4-dichloro-5-bromopyrimidine With isopropylmagnesium chloride; lithium chloride In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78 - -35℃; for 4h;
31%
Stage #1: 2,4-dichloro-5-bromopyrimidine With hydrogenchloride In tetrahydrofuran at -78 - 35℃; for 0.5h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -78℃; for 2h;
28%
4394-85-8

4-morpholinecarboxaldehyde

36082-50-5

2,4-dichloro-5-bromopyrimidine

871254-61-4

2,4-dichloro-5-pyrimidinecarboxaldehyde

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-bromopyrimidine With TurboGrignard In tetrahydrofuran at -78 - -42℃; for 1.25h;
Stage #2: 4-morpholinecarboxaldehyde In tetrahydrofuran at -78 - -42℃; for 3.91667h;
87%
Stage #1: 2,4-dichloro-5-bromopyrimidine With TurboGrignard In tetrahydrofuran at 78℃; for 1h;
Stage #2: 4-morpholinecarboxaldehyde In tetrahydrofuran at -78 - -35℃; for 1.5h;
Stage #3: With hydrogenchloride; water In tetrahydrofuran at -35℃;
71%
120-72-9

indole

36082-50-5

2,4-dichloro-5-bromopyrimidine

1356962-87-2

3-(5-Bromo-2-chloropyrimidin-4-yl)-1H-indole

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-bromopyrimidine With aluminum (III) chloride In 1,2-dichloro-ethane at 80℃; for 0.5h;
Stage #2: indole In 1,2-dichloro-ethane at 80℃; for 18h;
98%
Stage #1: indole With methylmagnesium bromide In tetrahydrofuran; diethyl ether at 0℃; for 0.75h; Inert atmosphere;
Stage #2: 2,4-dichloro-5-bromopyrimidine In tetrahydrofuran; diethyl ether at 0 - 60℃; for 2.25h; Inert atmosphere;
75%
36082-50-5

2,4-dichloro-5-bromopyrimidine

3132-99-8

m-bromobenzoic aldehyde

1386399-13-8

(3-bromo-phenyl)-(2,4-dichloro-pyrimidin-5-yl)-methanol

Conditions
ConditionsYield
Stage #1: 2,4-dichloro-5-bromopyrimidine With isopropylmagnesium chloride In tetrahydrofuran at -35℃; for 1h; Inert atmosphere;
Stage #2: m-bromobenzoic aldehyde In tetrahydrofuran at -35℃; for 2h; Inert atmosphere;
Stage #3: With water In tetrahydrofuran Inert atmosphere;
98.8%
Stage #1: 2,4-dichloro-5-bromopyrimidine With isopropylmagnesium chloride In tetrahydrofuran at -35℃; for 1h; Inert atmosphere;
Stage #2: m-bromobenzoic aldehyde at -35℃; for 2h;
98.8%
36082-50-5

2,4-dichloro-5-bromopyrimidine

57260-71-6

1-t-Butoxycarbonylpiperazine

1289198-78-2

tert-butyl 4-(5-bromo-2-chloropyrimidin-4-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 30℃; for 2h;89%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 80℃; for 0.333333h; Microwave irradiation;
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  • 5-Bromo-2,4-dichloropyrimidine      CAS:36082-50-5

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    5-Bromo-2,4-dichloropyrimidine CAS:36082-50-5

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    Name 5-Bromo-2,4-dichloropyrimidine Synonyms 2,4-Dichloro-5-bromo pyrimidine CAS NO. 36082-50-5 Molecular Formula C4HBrCl2N2

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    Min.Order: 1 Kilogram

    FOB Price:  USD $ 0.0-0.0/Kilogram

    Product name: 5-Bromo-2,4-Dichloropyrimidine CAS No.:36082-50-5 Molecule Formula:C4HBrCl2N2 Molecule Weight:227.87 Purity: 98.0% Package: 200kg/drum Description:Light yellow to colorless liquid Manufacture Standards:Enterprise Standar

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Standards and Recommendations

Standard: 97%

Specification

The 5-Bromo-2,4-dichloropyrimidine, with the CAS registry number 36082-50-5, is also called 2,4-Dichloro-5-bromo pyrimidine. And the molecular formula of this chemical is C4HBrCl2N2. It is a kind of colourless oil, and belongs to the following product categories: Pyrimidine Series; Pyridines, Pyrimidines, Purines and Pteredines; Pharmacetical; Halides; Halogenated; Organohalides; Nucleotides and Nucleosides; Aromatics Compounds; Bases & Related Reagents; Aromatics; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks.

The physical properties of 5-Bromo-2,4-dichloropyrimidine are as following: (1)ACD/LogP: 1.89; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.891; (4)ACD/LogD (pH 7.4): 1.891; (5)ACD/BCF (pH 5.5): 16.103; (6)ACD/BCF (pH 7.4): 16.103; (7)ACD/KOC (pH 5.5): 254.408; (8)ACD/KOC (pH 7.4): 254.408; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 25.78 Å2; (13)Index of Refraction: 1.605; (14)Molar Refractivity: 39.916 cm3; (15)Molar Volume: 115.967 cm3; (16)Polarizability: 15.824×10-24cm3; (17)Surface Tension: 56.402 dyne/cm; (18)Density: 1.965 g/cm3; (19)Flash Point: 127.661 °C; (20)Enthalpy of Vaporization: 50.553 kJ/mol; (21)Boiling Point: 287.476 °C at 760 mmHg; (22)Vapour Pressure: 0.004 mmHg at 25°C.

Uses of 5-Bromo-2,4-dichloropyrimidine: It can react with tributyl-styryl-stannane to produce 5-bromo-2-chloro-4-(b-styryl)pyrimidine. This reaction will need reagent dichlorobis(triphenylphosphine)palladium(II), and the solvent dimethylformamide. The reaction time is 6 hours with temperature of 70°C, and the yield is about 73%.

5-Bromo-2,4-dichloropyrimidinecan react with tributyl-styryl-stannane to produce 5-bromo-2-chloro-4-(b-styryl)pyrimidine

You should be cautious while dealing with this chemical. It is toxic by inhalation, in contact with skin and if swallowed, and it may also cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Take off immediately all contaminated clothing; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: c1c(c(nc(n1)Cl)Cl)Br
(2)InChI: InChI=1/C4HBrCl2N2/c5-2-1-8-4(7)9-3(2)6/h1H
(3)InChIKey: SIKXIUWKPGWBBF-UHFFFAOYAQ