Product Name

  • Name

    5-Bromo-2-chloropyrimidine

  • EINECS -0
  • CAS No. 32779-36-5
  • Article Data23
  • CAS DataBase
  • Density 1.86 g/cm3
  • Solubility insoluble in water
  • Melting Point 76-81 °C(lit.)
  • Formula C4H2BrClN2
  • Boiling Point 291.552 °C at 760 mmHg
  • Molecular Weight 193.43
  • Flash Point 130.126 °C
  • Transport Information
  • Appearance off-white to beige crystalline powder
  • Safety 26-36/39-37/39-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 32779-36-5 (5-Bromo-2-chloropyrimidine)
  • Hazard Symbols IrritantXi
  • Synonyms 5-bromo-2-chloro-pyrimidine;Pyrimidine, 5-bromo-2-chloro-;2-chloro-5-bromopyrimidine;
  • PSA 25.78000
  • LogP 1.89250

Synthetic route

5-bromopyrimidin-2-ol
38353-06-9

5-bromopyrimidin-2-ol

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

Conditions
ConditionsYield
With trichlorophosphate at 80℃;88%
With trichlorophosphate In N,N-dimethyl-aniline for 4h; Heating / reflux;75%
With N,N-dimethyl-aniline; trichlorophosphate for 4h; Heating;73%
5-bromo-1H-pyrimidin-2-one
38353-06-9

5-bromo-1H-pyrimidin-2-one

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

Conditions
ConditionsYield
With N,N-dimethyl-aniline; trichlorophosphate for 6h; Heating / reflux;84%
5-bromopyrimidine
4595-59-9

5-bromopyrimidine

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

Conditions
ConditionsYield
With trichlorophosphate at 0 - 120℃; for 4.16667h;80%
With trichlorophosphate at 0 - 120℃; for 4.25h;
5-bromo-2-hydroxypyrimidine

5-bromo-2-hydroxypyrimidine

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

Conditions
ConditionsYield
With N,N-dimethyl-aniline; trichlorophosphate77%
5-bromo-2-aminopyrimidine
7752-82-1

5-bromo-2-aminopyrimidine

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

Conditions
ConditionsYield
With tert.-butylnitrite; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane at 20℃; Inert atmosphere;36%
4-amino-5-bromo-2-chloropyrimidine
205672-25-9

4-amino-5-bromo-2-chloropyrimidine

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

Conditions
ConditionsYield
With tetrahydrofuran; tert.-butylnitrite; dimethyl sulfoxide at 30℃; for 2h; Green chemistry;27%
2-chloropyrimidine
1722-12-9

2-chloropyrimidine

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

Conditions
ConditionsYield
With N-Bromosuccinimide; boron trifluoride diethyl etherate In acetonitrile at 20℃; Solvent; Reflux;14.1 g
With bromine; acetic acid Reflux;29 g
With bromine; acetic acid Reflux;29 g
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

methylamine
74-89-5

methylamine

5-bromo-N-methylpyrimidin-2-amine
31402-54-7

5-bromo-N-methylpyrimidin-2-amine

Conditions
ConditionsYield
In methanol; water for 72h; Reflux;100%
With potassium carbonate In tetrahydrofuran; water; tert-butyl alcohol at 150℃; for 0.25h; microwave;98%
Stage #1: 5-Bromo-2-chloropyrimidine; methylamine In methanol at 115℃; for 48h; Sealed vessel;
Stage #2: With sodium hydroxide In dichloromethane; water		93%
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

isopropyl alcohol
67-63-0

isopropyl alcohol

5-bromo-2-(propan-2-yloxy)pyrimidine
121487-12-5

5-bromo-2-(propan-2-yloxy)pyrimidine

Conditions
ConditionsYield
With sodium at 20℃;100%
Stage #1: isopropyl alcohol With sodium hydride
Stage #2: 5-Bromo-2-chloropyrimidine for 15h; Reflux;
With sodium hydride at 60℃; for 24.5h; Heating / reflux;
morpholine
110-91-8

morpholine

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

4-(5-bromopyrimidin-2-yl)morpholine
84539-22-0

4-(5-bromopyrimidin-2-yl)morpholine

Conditions
ConditionsYield
Stage #1: morpholine With potassium carbonate In acetonitrile at 20℃; for 1h;
Stage #2: 5-Bromo-2-chloropyrimidine In acetonitrile for 18h; Reflux;		100%
With potassium carbonate In acetonitrile at 85℃; for 10h;95%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h;85%
2-chloro-4-methoxyphenol
18113-03-6

2-chloro-4-methoxyphenol

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

C11H8BrClN2O2

C11H8BrClN2O2

Conditions
ConditionsYield
With potassium carbonate In butanone at 100℃; for 5h;100%
N-Boc-1,3-diaminopropane
75178-96-0

N-Boc-1,3-diaminopropane

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

tert-butyl (3-((5-bromopyrimidin-2-yl)amino)propyl)carbamate

tert-butyl (3-((5-bromopyrimidin-2-yl)amino)propyl)carbamate

Conditions
ConditionsYield
In ethanol for 6h; Reflux;100%
With triethylamine In ethanol at 80℃; for 4h; Sealed tube;
1-methyl-piperazine
109-01-3

1-methyl-piperazine

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

2-chloro-5-(4-methylpiperazin-1-yl)pyrimidine

2-chloro-5-(4-methylpiperazin-1-yl)pyrimidine

Conditions
ConditionsYield
In 1,4-dioxane for 2h; Reflux;100%
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

2,5-dimethylthiopyrimidine

2,5-dimethylthiopyrimidine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25 - 40℃; for 3h; Temperature; Inert atmosphere;100%
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

1-[3-(trifluoromethoxy)phenyl]methanamine
93071-75-1

1-[3-(trifluoromethoxy)phenyl]methanamine

5-bromo-N-{[3-(trifluoromethoxy)phenyl]methyl}pyrimidin-2-amine

5-bromo-N-{[3-(trifluoromethoxy)phenyl]methyl}pyrimidin-2-amine

Conditions
ConditionsYield
With diisopropylamine In 1-methyl-pyrrolidin-2-one at 20℃; for 48h;99.6%
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

1-(5-bromopyrimidin-2-yl)-4-piperidinol
887425-47-0

1-(5-bromopyrimidin-2-yl)-4-piperidinol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 15h; Heating / reflux;99%
With triethylamine In N,N-dimethyl-formamide at 100℃; for 16h;97.7%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 160℃; for 0.0833333h; Microwave;
With triethylamine In ethanol at 90℃; for 0.5h;
tert-butyl 4-(piperazinylsulfonyl)-perhydro-2H-pyran-4-carboxylate
622387-56-8

tert-butyl 4-(piperazinylsulfonyl)-perhydro-2H-pyran-4-carboxylate

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

tert-butyl 4-{[4-(5-bromopyrimidin-2-yl)piperazin-1-yl]sulfonyl}tetrahydro-2H-pyran-4-carboxylate
622386-44-1

tert-butyl 4-{[4-(5-bromopyrimidin-2-yl)piperazin-1-yl]sulfonyl}tetrahydro-2H-pyran-4-carboxylate

Conditions
ConditionsYield
With triethylamine In toluene for 18h; Heating / reflux;99%
sodium cyanide
143-33-9

sodium cyanide

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

5-bromopyrimidine-2-carbonitrile
38275-57-9

5-bromopyrimidine-2-carbonitrile

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In water; dimethyl sulfoxide at 20℃; for 18h;99%
1,4-diaza-bicyclo[2.2.2]octane In water; dimethyl sulfoxide at 20℃;88%
With 1,4-diaza-bicyclo[2.2.2]octane In water; dimethyl sulfoxide at 20℃; for 2h;
In DMF (N,N-dimethyl-formamide) at 20℃; for 18h;
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

(R)-tert-butyl 3-methylpiperazine-1-carboxylate
163765-44-4

(R)-tert-butyl 3-methylpiperazine-1-carboxylate

(R)-tert-butyl 4-(5-bromopyrimidin-2-yl)-3-methylpiperazine-1-carboxylate
1272973-68-8

(R)-tert-butyl 4-(5-bromopyrimidin-2-yl)-3-methylpiperazine-1-carboxylate

Conditions
ConditionsYield
With potassium carbonate In propyl cyanide at 120℃; for 15h;99%
With potassium carbonate In acetonitrile at 150℃; for 1h;73%
2,4-difluorobenzyl alcohol
56456-47-4

2,4-difluorobenzyl alcohol

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

5-bromo-2-(2,4-difluorobenzyloxy)pyrimidine

5-bromo-2-(2,4-difluorobenzyloxy)pyrimidine

Conditions
ConditionsYield
Stage #1: 2,4-difluorobenzyl alcohol With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 5-Bromo-2-chloropyrimidine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;		99%
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

benzyl-methyl-amine
103-67-3

benzyl-methyl-amine

N-benzyl-5-bromo-N-methylpyrimidin-2-amine

N-benzyl-5-bromo-N-methylpyrimidin-2-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In Isopropyl acetate at 100℃; for 2h;99%
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 100℃; for 2h;99%
3-monochlorophenol
108-43-0

3-monochlorophenol

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

5-bromo-2-(3-chlorophenoxy)pyrimidine

5-bromo-2-(3-chlorophenoxy)pyrimidine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 2h;99%
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

1-amino-3-(dimethylamino)propane
109-55-7

1-amino-3-(dimethylamino)propane

N1-(5-bromopyrimidin-2-yl)-N3,N3-dimethylpropane-1,3-diamine

N1-(5-bromopyrimidin-2-yl)-N3,N3-dimethylpropane-1,3-diamine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 40℃; for 1h;99%
ethanol
64-17-5

ethanol

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

2-chloro-5-ethoxypyrimidine
82153-68-2

2-chloro-5-ethoxypyrimidine

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In toluene at 100℃; for 3h;98.6%
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

benzyl alcohol
100-51-6

benzyl alcohol

2-(benzyloxy)-5-bromopyrimidine
742058-39-5

2-(benzyloxy)-5-bromopyrimidine

Conditions
ConditionsYield
Stage #1: benzyl alcohol With sodium hydride In tetrahydrofuran for 0.166667h;
Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran at 20℃; Stirring overnight;		98%
Stage #1: benzyl alcohol With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 5-Bromo-2-chloropyrimidine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;		97%
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 1.5h;
With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 2h;10.2 g
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

Benzo[b]thiophene
95-15-8

Benzo[b]thiophene

4-(benzo[b]thiophen-2-yl)-5-bromo-2-chloropyrimidine

4-(benzo[b]thiophen-2-yl)-5-bromo-2-chloropyrimidine

Conditions
ConditionsYield
Stage #1: Benzo[b]thiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h;
Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran; hexane at -30 - 0℃; for 1h;
Stage #3: With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone more than 3 stages;		98%
Stage #1: Benzo[b]thiophene With n-butyllithium In diethyl ether; hexane at 0℃; for 2.75h;
Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran; diethyl ether; hexane at -78℃; for 1.75h;
Stage #3: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In tetrahydrofuran; methanol; diethyl ether; hexane at -24 - -15℃;		62%
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

(5-bromo-pyrimidin-2-yl)-(4-methoxy-benzyl)-amine
859207-02-6

(5-bromo-pyrimidin-2-yl)-(4-methoxy-benzyl)-amine

Conditions
ConditionsYield
at 120℃; for 2h;98%
at 120℃; for 2h;98%
at 120℃; for 2h;98%
cyanoacetic acid tert-butyl ester
1116-98-9

cyanoacetic acid tert-butyl ester

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

tert-butyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetic acid
1305329-97-8

tert-butyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetic acid

Conditions
ConditionsYield
Stage #1: cyanoacetic acid tert-butyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran at 20℃; for 18h;		98%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 3h;35.72%
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

5-bromo-2-(4-chlorobenzyloxy)pyrimidine

5-bromo-2-(4-chlorobenzyloxy)pyrimidine

Conditions
ConditionsYield
Stage #1: para-Chlorobenzyl alcohol With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 5-Bromo-2-chloropyrimidine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;		98%
hexamethylene imine
111-49-9

hexamethylene imine

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

1-(5-bromopyrimidin-2-yl)azepane
1015241-96-9

1-(5-bromopyrimidin-2-yl)azepane

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;98%
In dichloromethane at 20℃; for 2h; Schlenk technique; Inert atmosphere;98%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 16h; Inert atmosphere;94%
With N-ethyl-N,N-diisopropylamine In tert-butyl alcohol at 150℃; for 0.5h; Microwave irradiation;91%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 16h;90%
ethylene glycol
107-21-1

ethylene glycol

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

2-((5-bromopyrimidin-2-yl)oxy)ethan-1-ol
1246922-88-2

2-((5-bromopyrimidin-2-yl)oxy)ethan-1-ol

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 45℃; for 8h; Reagent/catalyst; Solvent; Temperature; Green chemistry;98%
benzoimidazole
51-17-2

benzoimidazole

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

1-(5-bromopyrimidin-2-yl)-1H-benzo[d]imidazole
883230-69-1

1-(5-bromopyrimidin-2-yl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 70℃; for 24h; Inert atmosphere;97%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80℃;
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

dimethyl amine
124-40-3

dimethyl amine

5-bromo-N,N-dimethylpyrimidin-2-amine
38696-21-8

5-bromo-N,N-dimethylpyrimidin-2-amine

Conditions
ConditionsYield
In ethanol at 115℃; for 48h;97%
In tetrahydrofuran at 20℃; Inert atmosphere;86%
In tetrahydrofuran; acetonitrile at 20℃; for 1h;3.2 g
With potassium carbonate In methanol at 20℃; for 1h;
(S)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazin‐6‐ol
187235-08-1

(S)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazin‐6‐ol

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

(S)‐6‐((5‐bromopyrimidin‐2‐yl)oxy)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazine
1188328-31-5

(S)‐6‐((5‐bromopyrimidin‐2‐yl)oxy)‐2‐nitro‐6,7‐dihydro‐5H‐imidazo[2,1‐b][1,3]oxazine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere; chemoselective reaction;97%
5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

trifluoroacetic acid
76-05-1

trifluoroacetic acid

(2-chloropyrimidin-5-yl-1-ium)boronic acid trifluoroacetate

(2-chloropyrimidin-5-yl-1-ium)boronic acid trifluoroacetate

Conditions
ConditionsYield
Stage #1: 5-Bromo-2-chloropyrimidine With n-butyllithium; Triisopropyl borate In tetrahydrofuran; toluene at -78℃; for 1.83333h; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water; toluene at -78℃;
Stage #3: trifluoroacetic acid In water; acetonitrile HPLC;		97%
3-fluoro-benzenemethanol
456-47-3

3-fluoro-benzenemethanol

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

5-bromo-2-(3-fluorobenzyloxy)pyrimidine

5-bromo-2-(3-fluorobenzyloxy)pyrimidine

Conditions
ConditionsYield
Stage #1: 3-fluoro-benzenemethanol With caesium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 5-Bromo-2-chloropyrimidine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;		97%
N-(3-chloro-4-hydroxyphenyl)carbamic acid tert-butyl ester
911297-03-5

N-(3-chloro-4-hydroxyphenyl)carbamic acid tert-butyl ester

5-Bromo-2-chloropyrimidine
32779-36-5

5-Bromo-2-chloropyrimidine

C15H15BrClN3O3

C15H15BrClN3O3

Conditions
ConditionsYield
With potassium carbonate In butanone at 100℃; for 4h;97%

5-Bromo-2-Chloropyrimidine Chemical Properties

CAS No. 32779-36-5
Chemical Name: 5-Bromo-2-chloropyrimidine
Molecular Formula: C4H2BrClN2
Formula Weight: 193.43
5-Bromo-2-chloropyrimidine Property
mp : 76-81 °C(lit.)
bp : 95°C 15mm
Fp : 95°C/15mm
WATER Solubility : insoluble

5-Bromo-2-Chloropyrimidine Production

Synonyms: PYRIMIDINE, 5-BROMO-2-CHLORO-;2-CHLORO-5-BROMOPYRIMIDINE;2C5BP;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%;5-Bromo-2-chloroPYRIMIDINE, 98+%

5-Bromo-2-Chloropyrimidine Safety Profile

Safety
5-Bromo-2-Chloropyrimidine
Hazard Codes : Xi 
Risk Statements : 36/37/38 
Safety Statements : 26-36/39-37/39-36

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