Product Name

  • Name

    5-Bromo-2,4-dichloropyrimidine

  • EINECS -0
  • CAS No. 36082-50-5
  • Article Data22
  • CAS DataBase
  • Density 1.965 g/cm3
  • Solubility
  • Melting Point 29-30 °C(lit.)
  • Formula C4HBrCl2N2
  • Boiling Point 287.476 °C at 760 mmHg
  • Molecular Weight 227.875
  • Flash Point 127.661 °C
  • Transport Information UN 3263 8/PG 2
  • Appearance light yellow solid or liquid
  • Safety 26-27-36/37/39-45
  • Risk Codes 23/24/25-34
  • Molecular Structure Molecular Structure of 36082-50-5 (5-Bromo-2,4-dichloropyrimidine)
  • Hazard Symbols ToxicT
  • 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-;
  • PSA 25.78000
  • LogP 2.54590

Synthetic route

5-bromouracil
51-20-7

5-bromouracil

2,4-dichloro-5-bromopyrimidine
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%
2,4-dihydroxy-5-bromopyrimidine
51-20-7

2,4-dihydroxy-5-bromopyrimidine

2,4-dichloro-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
5-bromouracil
51-20-7

5-bromouracil

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

trichlorophosphate
10025-87-3, 12599-09-6, 63736-95-8

trichlorophosphate

2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

...Expand
5-bromo-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
113138-12-8

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

2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; trichlorophosphate at 90℃;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

4-amino-5-bromo-2-chloropyrimidine
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

5-bromo-2-chloro-pyrimidin-4(3H)-one
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

(2-aminophenyl)dimethyl phosphorus oxide
1197953-47-1

(2-aminophenyl)dimethyl phosphorus oxide

(2-((5-bromo-2-chloropyrimidin-4-yl)amino)phenyl)dimethylphosphine 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
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

N-Boc-1,3-diaminopropane
75178-96-0

N-Boc-1,3-diaminopropane

(3-((5-bromo-2-chloropyrimidin-4-yl)amino)propyl)carbamic acid tert-butyl ester
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;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

(3-aminophenyl)carbamic acid tert-butyl ester
68621-88-5

(3-aminophenyl)carbamic acid tert-butyl ester

tert-butyl (3-((5-bromo-2-chloropyrimidin-4-yl)amino)phenyl)carbamate
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

methylamine
74-89-5

methylamine

5-bromo-2-chloro-N-methyl-pyrimidin-4-amine
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

1-(tert-butoxycarbonyl)-4-aminopiperidine
87120-72-7

1-(tert-butoxycarbonyl)-4-aminopiperidine

tert-butyl 4-((5-bromo-2-chloropyrimidin-4-yl)amino)piperidine-1-carboxylate
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

benzyl alcohol
100-51-6

benzyl alcohol

2,4-bis(benzyloxy)-5-bromopyrimidine
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
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

4-Aminobutanol
13325-10-5

4-Aminobutanol

4-((5-bromo-2-chloropyrimidin-4-yl)amino)butan-1-ol
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;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

(3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine
147081-44-5

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

(S)-tert-butyl 3-(5-bromo-2-chloropyrimidin-4-ylamino)pyrrolidine-1-carboxylate
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℃;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

1-(5-bromo-2-chloropyrimidine-4-yl)hydrazine
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;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

cyclohexylamine
108-91-8

cyclohexylamine

5-bromo-2-chloro-N-cyclohexylpyrimidin-4-amine
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

(R,R)-2,3-butandiol
24347-58-8

(R,R)-2,3-butandiol

(2R,3R)-3-[(5-bromo-2-chloropyrimidin-4-yl)oxy]butan-2-ol
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

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

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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

2,2-dimethoxyethylamine
22483-09-6

2,2-dimethoxyethylamine

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

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;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

D-alanine methyl ester hydrochloride
14316-06-4

D-alanine methyl ester hydrochloride

methyl N-(5-bromo-2-chloropyrimidin-4-yl)-D-alaninate
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

meta-nitrophenol
554-84-7

meta-nitrophenol

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

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℃;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

4-fluoroaniline
371-40-4

4-fluoroaniline

5-bromo-2-chloro-4-[(4-fluorophenyl)amino]-pyrimidine
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;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

sodium methylate
124-41-4

sodium methylate

5-bromo-2-chloro-4-methoxypyrimidine
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

tert-butyl 4-(aminomethyl)piperidine-1-carboxylate
144222-22-0

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

4-[(5-bromo-2-chloro-pyrimidin-4-ylamino)methyl]-piperidine-1-carboxylic acid tert-butyl ester
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;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

4-methoxy-aniline
104-94-9

4-methoxy-aniline

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

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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

5-aminobenzimidazole
934-22-5

5-aminobenzimidazole

(1H-Benzoimidazol-5-yl)-(5-bromo-2-chloro-pyrimidin-4-yl)-amine
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;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

2,2-dimethylpropylamine
5813-64-9

2,2-dimethylpropylamine

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

(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;
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

5-bromo-2-chloro-4-(methylthio)pyrimidine
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2,4-dichloro-5-pyrimidinecarboxaldehyde
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%
4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

2,4-dichloro-5-pyrimidinecarboxaldehyde
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%
indole
120-72-9

indole

2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

3-(5-Bromo-2-chloropyrimidin-4-yl)-1H-indole
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

(3-bromo-phenyl)-(2,4-dichloro-pyrimidin-5-yl)-methanol
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%
2,4-dichloro-5-bromopyrimidine
36082-50-5

2,4-dichloro-5-bromopyrimidine

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

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

5-Bromo-2,4-dichloropyrimidine Standards and Recommendations

Standard: 97%

5-Bromo-2,4-dichloropyrimidine 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

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