Product Name

  • Name

    2-Amino-4-chloropyrimidine

  • EINECS
  • CAS No. 3993-78-0
  • Article Data27
  • CAS DataBase
  • Density 1.437g/cm3
  • Solubility
  • Melting Point 155-160 °C (dec.)
  • Formula C4H4ClN3
  • Boiling Point 314.609 °C at 760 mmHg
  • Molecular Weight 129.549
  • Flash Point 144.07 °C
  • Transport Information
  • Appearance White solid
  • Safety 26-36/37/39-36/39
  • Risk Codes 36/37/38-41-37/38-22
  • Molecular Structure Molecular Structure of 3993-78-0 (2-Amino-4-chloropyrimidine)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Pyrimidine,2-amino-4-chloro- (6CI,7CI,8CI);(4-Chloropyrimidin-2-yl)amine;4-Chloro-2-pyrimidinamine;NSC 10872;NSC 25184;2-Amino-4-chloridepyrimidine;
  • PSA 51.80000
  • LogP 1.29340

Synthetic route

4-chloro-2-methanesulfonylpyrimidine
97229-11-3

4-chloro-2-methanesulfonylpyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With aq. NH3 In isopropyl alcohol100%
2-amino-4-hydroxypyrimidine
108-53-2

2-amino-4-hydroxypyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With pyridine; trichlorophosphate at 180℃; under 150.015 - 900.09 Torr; for 2h; Neat (no solvent);95%
With trichlorophosphate for 1.5h; Heating;52%
isocytosine
108-53-2

isocytosine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
Stage #1: isocytosine With chlorosulfonic acid; trichlorophosphate at 20 - 95℃; Inert atmosphere;
Stage #2: With ammonium hydroxide In water at 20℃; pH=~ 7; Cooling wit ice;
92%
Stage #1: isocytosine With trichlorophosphate for 1.5h; Reflux;
Stage #2: With sodium carbonate In water pH=9; Cooling with ice;
52%
isocytosine
108-53-2

isocytosine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With chlorosulfonic acid; trichlorophosphate at -5 - 90℃; for 5h; Inert atmosphere;73%
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

A

2-chloropyrimidin-4-amine
7461-50-9

2-chloropyrimidin-4-amine

B

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With ammonium hydroxide In water at 20℃;A 69%
B 23%
With ammonium hydroxide at 20℃; for 5h;A 59%
B 37%
With ammonium hydroxide In water at 20℃; for 5h;A 59%
B 37%
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With ammonia; water
With ammonium hydroxide at 20℃; for 16h;
2-amino-3H-pyrimidin-2-one

2-amino-3H-pyrimidin-2-one

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With sulfuric acid; trichlorophosphate
With chlorosulphuric acid; trichlorophosphate
4-oxy-2-amino-pyrimidine

4-oxy-2-amino-pyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With trichlorophosphate
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

ammonia
7664-41-7

ammonia

A

2-chloropyrimidin-4-amine
7461-50-9

2-chloropyrimidin-4-amine

B

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
at 100℃;
2-nitro-3H-4-chloropyrimidine

2-nitro-3H-4-chloropyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With ammonia51.3 g
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

cyclopropanemethylamine
2516-47-4

cyclopropanemethylamine

N4-(cyclopropylmethyl)pyrimidine-2,4-diamine
1169699-05-1

N4-(cyclopropylmethyl)pyrimidine-2,4-diamine

Conditions
ConditionsYield
In ethanol at 100℃; for 16h;100%
tert-butyl (1S)-2-(3-aminophenoxy)-1-(1H-indol-3-ylmethyl)ethylcarbamate
552330-61-7

tert-butyl (1S)-2-(3-aminophenoxy)-1-(1H-indol-3-ylmethyl)ethylcarbamate

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

tert-butyl (1S)-2-{3-[(2-aminopyrimidin-4-yl)amino]phenoxy}-1-(1H-indol-3-ylmethyl)ethylcarbamate

tert-butyl (1S)-2-{3-[(2-aminopyrimidin-4-yl)amino]phenoxy}-1-(1H-indol-3-ylmethyl)ethylcarbamate

Conditions
ConditionsYield
In ethanol98%
In ethanol at 80℃; for 13h;98%
(4-cyano-3-fluorophenyl)boronic acid
843663-18-3

(4-cyano-3-fluorophenyl)boronic acid

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-(2-amino-4-pyrimidinyl)-2-fluorobenzonitrile
1238077-12-7

4-(2-amino-4-pyrimidinyl)-2-fluorobenzonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,4-dioxane; water at 95℃; for 3h; Suzuki Coupling; Inert atmosphere;97%
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,4-dioxane; water at 95℃; for 3h; Suzuki coupling; Inert atmosphere;83%
morpholine
110-91-8

morpholine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-morpholin-4-ylpyrimidin-2-ylamine

4-morpholin-4-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 4h; Reflux;95%
With N-ethyl-N,N-diisopropylamine In acetonitrile for 4h; Reflux;95%
With potassium carbonate In dimethyl sulfoxide at 100℃; for 0.333333h; Microwave irradiation;93%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

2-amino-4-iodopyrimidine
815610-16-3

2-amino-4-iodopyrimidine

Conditions
ConditionsYield
With hydrogen iodide In water at 0 - 20℃; for 3h;95%
With hydrogen iodide; sodium iodide In water at 20℃; for 3.5h;86%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

3-chloro-aniline
108-42-9

3-chloro-aniline

N4-(3-chlorophenyl)pyrimidine-2,4-diamine

N4-(3-chlorophenyl)pyrimidine-2,4-diamine

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating;94%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

5-(2-aminopyrimidin-4-ylamino)-2-methylphenol
933045-98-8

5-(2-aminopyrimidin-4-ylamino)-2-methylphenol

Conditions
ConditionsYield
Stage #1: 2-amino-4-chloropyrimidine; amino-4 hydroxy-2 toluene With hydrogenchloride In ethanol; water at 90℃; for 18h;
Stage #2: With potassium carbonate In ethanol; water; ethyl acetate Product distribution / selectivity;
94%
With hydrogenchloride In ethanol; water at 80 - 90℃; Product distribution / selectivity;
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

6-bromo-5-methoxy-1H-indole
106103-36-0

6-bromo-5-methoxy-1H-indole

4-(6-bromo-5-methoxy-1H-indol-1-yl)pyrimidin-2-amine

4-(6-bromo-5-methoxy-1H-indol-1-yl)pyrimidin-2-amine

Conditions
ConditionsYield
Stage #1: 6-bromo-5-methoxy-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 15℃; for 0.5h;
Stage #2: 2-amino-4-chloropyrimidine In N,N-dimethyl-formamide; mineral oil at 80℃; for 18h;
94%
(4-(4-chloro-3-(trifluoromethyl)phenoxy)phenyl)methanol
1369257-58-8

(4-(4-chloro-3-(trifluoromethyl)phenoxy)phenyl)methanol

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-((4-(4-chloro-3-(trifluoromethyl)phenoxy)benzyl)oxy)pyrimidin-2-amine

4-((4-(4-chloro-3-(trifluoromethyl)phenoxy)benzyl)oxy)pyrimidin-2-amine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃;93%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

m-nitrobenzene boronic acid
13331-27-6

m-nitrobenzene boronic acid

4-(3-nitrophenyl)-2-aminopyrimidine

4-(3-nitrophenyl)-2-aminopyrimidine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,4-dioxane at 95℃; Inert atmosphere;93%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-hydrazinylpyrimidin-2-amine
33575-09-6

4-hydrazinylpyrimidin-2-amine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 80 - 100℃; Microwave irradiation;93%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

5-methoxy-4-aza-1H-indole
17288-40-3

5-methoxy-4-aza-1H-indole

4-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-1-yl)pyrimidin-2-amine

4-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-1-yl)pyrimidin-2-amine

Conditions
ConditionsYield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 150℃; for 2h;92.13%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

sodium methylate
124-41-4

sodium methylate

4-methoxypyrimidin-2-amine
155-90-8

4-methoxypyrimidin-2-amine

Conditions
ConditionsYield
In methanol at 20℃; for 24h;92%
With methanol
In methanol at 50℃; for 2.5h;
4-chloro-2-methanesulfonylpyrimidine
97229-11-3

4-chloro-2-methanesulfonylpyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With aq. NH3 In isopropyl alcohol100%
2-amino-4-hydroxypyrimidine
108-53-2

2-amino-4-hydroxypyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With pyridine; trichlorophosphate at 180℃; under 150.015 - 900.09 Torr; for 2h; Neat (no solvent);95%
With trichlorophosphate for 1.5h; Heating;52%
isocytosine
108-53-2

isocytosine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
Stage #1: isocytosine With chlorosulfonic acid; trichlorophosphate at 20 - 95℃; Inert atmosphere;
Stage #2: With ammonium hydroxide In water at 20℃; pH=~ 7; Cooling wit ice;
92%
Stage #1: isocytosine With trichlorophosphate for 1.5h; Reflux;
Stage #2: With sodium carbonate In water pH=9; Cooling with ice;
52%
isocytosine
108-53-2

isocytosine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With chlorosulfonic acid; trichlorophosphate at -5 - 90℃; for 5h; Inert atmosphere;73%
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

A

2-chloropyrimidin-4-amine
7461-50-9

2-chloropyrimidin-4-amine

B

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With ammonium hydroxide In water at 20℃;A 69%
B 23%
With ammonium hydroxide at 20℃; for 5h;A 59%
B 37%
With ammonium hydroxide In water at 20℃; for 5h;A 59%
B 37%
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With ammonia; water
With ammonium hydroxide at 20℃; for 16h;
2-amino-3H-pyrimidin-2-one

2-amino-3H-pyrimidin-2-one

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With sulfuric acid; trichlorophosphate
With chlorosulphuric acid; trichlorophosphate
4-oxy-2-amino-pyrimidine

4-oxy-2-amino-pyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With trichlorophosphate
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

ammonia
7664-41-7

ammonia

A

2-chloropyrimidin-4-amine
7461-50-9

2-chloropyrimidin-4-amine

B

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
at 100℃;
2-nitro-3H-4-chloropyrimidine

2-nitro-3H-4-chloropyrimidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

Conditions
ConditionsYield
With ammonia51.3 g
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

cyclopropanemethylamine
2516-47-4

cyclopropanemethylamine

N4-(cyclopropylmethyl)pyrimidine-2,4-diamine
1169699-05-1

N4-(cyclopropylmethyl)pyrimidine-2,4-diamine

Conditions
ConditionsYield
In ethanol at 100℃; for 16h;100%
tert-butyl (1S)-2-(3-aminophenoxy)-1-(1H-indol-3-ylmethyl)ethylcarbamate
552330-61-7

tert-butyl (1S)-2-(3-aminophenoxy)-1-(1H-indol-3-ylmethyl)ethylcarbamate

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

tert-butyl (1S)-2-{3-[(2-aminopyrimidin-4-yl)amino]phenoxy}-1-(1H-indol-3-ylmethyl)ethylcarbamate

tert-butyl (1S)-2-{3-[(2-aminopyrimidin-4-yl)amino]phenoxy}-1-(1H-indol-3-ylmethyl)ethylcarbamate

Conditions
ConditionsYield
In ethanol98%
In ethanol at 80℃; for 13h;98%
(4-cyano-3-fluorophenyl)boronic acid
843663-18-3

(4-cyano-3-fluorophenyl)boronic acid

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-(2-amino-4-pyrimidinyl)-2-fluorobenzonitrile
1238077-12-7

4-(2-amino-4-pyrimidinyl)-2-fluorobenzonitrile

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,4-dioxane; water at 95℃; for 3h; Suzuki Coupling; Inert atmosphere;97%
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,4-dioxane; water at 95℃; for 3h; Suzuki coupling; Inert atmosphere;83%
morpholine
110-91-8

morpholine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-morpholin-4-ylpyrimidin-2-ylamine

4-morpholin-4-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile for 4h; Reflux;95%
With N-ethyl-N,N-diisopropylamine In acetonitrile for 4h; Reflux;95%
With potassium carbonate In dimethyl sulfoxide at 100℃; for 0.333333h; Microwave irradiation;93%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

2-amino-4-iodopyrimidine
815610-16-3

2-amino-4-iodopyrimidine

Conditions
ConditionsYield
With hydrogen iodide In water at 0 - 20℃; for 3h;95%
With hydrogen iodide; sodium iodide In water at 20℃; for 3.5h;86%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

3-chloro-aniline
108-42-9

3-chloro-aniline

N4-(3-chlorophenyl)pyrimidine-2,4-diamine

N4-(3-chlorophenyl)pyrimidine-2,4-diamine

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating;94%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

amino-4 hydroxy-2 toluene
2835-95-2

amino-4 hydroxy-2 toluene

5-(2-aminopyrimidin-4-ylamino)-2-methylphenol
933045-98-8

5-(2-aminopyrimidin-4-ylamino)-2-methylphenol

Conditions
ConditionsYield
Stage #1: 2-amino-4-chloropyrimidine; amino-4 hydroxy-2 toluene With hydrogenchloride In ethanol; water at 90℃; for 18h;
Stage #2: With potassium carbonate In ethanol; water; ethyl acetate Product distribution / selectivity;
94%
With hydrogenchloride In ethanol; water at 80 - 90℃; Product distribution / selectivity;
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

6-bromo-5-methoxy-1H-indole
106103-36-0

6-bromo-5-methoxy-1H-indole

4-(6-bromo-5-methoxy-1H-indol-1-yl)pyrimidin-2-amine

4-(6-bromo-5-methoxy-1H-indol-1-yl)pyrimidin-2-amine

Conditions
ConditionsYield
Stage #1: 6-bromo-5-methoxy-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 15℃; for 0.5h;
Stage #2: 2-amino-4-chloropyrimidine In N,N-dimethyl-formamide; mineral oil at 80℃; for 18h;
94%
(4-(4-chloro-3-(trifluoromethyl)phenoxy)phenyl)methanol
1369257-58-8

(4-(4-chloro-3-(trifluoromethyl)phenoxy)phenyl)methanol

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-((4-(4-chloro-3-(trifluoromethyl)phenoxy)benzyl)oxy)pyrimidin-2-amine

4-((4-(4-chloro-3-(trifluoromethyl)phenoxy)benzyl)oxy)pyrimidin-2-amine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃;93%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

m-nitrobenzene boronic acid
13331-27-6

m-nitrobenzene boronic acid

4-(3-nitrophenyl)-2-aminopyrimidine

4-(3-nitrophenyl)-2-aminopyrimidine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium hydrogencarbonate In 1,4-dioxane at 95℃; Inert atmosphere;93%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-hydrazinylpyrimidin-2-amine
33575-09-6

4-hydrazinylpyrimidin-2-amine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 80 - 100℃; Microwave irradiation;93%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

5-methoxy-4-aza-1H-indole
17288-40-3

5-methoxy-4-aza-1H-indole

4-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-1-yl)pyrimidin-2-amine

4-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-1-yl)pyrimidin-2-amine

Conditions
ConditionsYield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 150℃; for 2h;92.13%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

sodium methylate
124-41-4

sodium methylate

4-methoxypyrimidin-2-amine
155-90-8

4-methoxypyrimidin-2-amine

Conditions
ConditionsYield
In methanol at 20℃; for 24h;92%
With methanol
In methanol at 50℃; for 2.5h;
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

6-bromo-indoline
63839-24-7

6-bromo-indoline

4-(6-bromoindolin-1-yl)pyrimidin-2-amine
1202765-50-1

4-(6-bromoindolin-1-yl)pyrimidin-2-amine

Conditions
ConditionsYield
In 1,4-dioxane at 90℃; for 21h;92%
With hydrogenchloride In water at 60℃;80%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

N-benzylpiperidine-3-carboxamide

N-benzylpiperidine-3-carboxamide

1-(2-aminopyrimidin-4-yl)-N-benzylpiperidine-3-carboxamide

1-(2-aminopyrimidin-4-yl)-N-benzylpiperidine-3-carboxamide

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 120℃; for 18h; Sealed tube;92%
C7H6IN3
1208228-61-8

C7H6IN3

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

C11H9IN6
953411-13-7

C11H9IN6

Conditions
ConditionsYield
In ethanol at 80℃; for 2.5h;91%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

(2-fluoro-pyridin-3-yl)boronic acid
174669-73-9

(2-fluoro-pyridin-3-yl)boronic acid

4-(2-fluoropyridin-3-yl)pyrimidin-2-amine

4-(2-fluoropyridin-3-yl)pyrimidin-2-amine

Conditions
ConditionsYield
With bis(di-tert-butylphenylphosphine)palladium(II) dichloride; potassium acetate In water; acetonitrile at 85℃; for 15h; Sealed tube; Inert atmosphere;91%
pyrrolidine
123-75-1

pyrrolidine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-(pyrrolidin-1-yl)pyrimidin-2-amine
1215986-09-6

4-(pyrrolidin-1-yl)pyrimidin-2-amine

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 20 - 120℃; Inert atmosphere;89.7%
at 150℃; for 1h; Microwave irradiation;67%
at 150℃; for 1h; Microwave irradiation; Sealed tube;67%
1-indoline
496-15-1

1-indoline

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

isopropyl alcohol
67-63-0

isopropyl alcohol

2-amino-4-(indolin-1-yl)pyrimidine
1401661-20-8

2-amino-4-(indolin-1-yl)pyrimidine

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; water89.6%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

2-(5-fluorofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(5-fluorofuran-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-(5-fluorofuran-2-yl)pyrimidine-2-amine

4-(5-fluorofuran-2-yl)pyrimidine-2-amine

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 90℃; for 2h; Inert atmosphere;89.01%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 90℃; for 2h; Inert atmosphere;89.01%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-(4-methylpiperazin-1-yl)pyrimidin-2-ylamine

4-(4-methylpiperazin-1-yl)pyrimidin-2-ylamine

Conditions
ConditionsYield
In ethanol at 150℃; for 0.166667h; Microwave irradiation; Sealed tube;89%
at 120℃; for 0.166667h; Microwave irradiation;54%
6-bromo-2',3',5',6'-tetrahydrospiro[indoline-3,4'-pyran]
1202765-56-7

6-bromo-2',3',5',6'-tetrahydrospiro[indoline-3,4'-pyran]

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-(6-bromo-2',3',5',6'-tetrahydrospiro[indole-3,4'-pyran]-1(2H)-yl)pyrimidin-2-amine
1202765-64-7

4-(6-bromo-2',3',5',6'-tetrahydrospiro[indole-3,4'-pyran]-1(2H)-yl)pyrimidin-2-amine

Conditions
ConditionsYield
Stage #1: 6-bromo-2',3',5',6'-tetrahydrospiro[indoline-3,4'-pyran]; 2-amino-4-chloropyrimidine With hydrogenchloride In water at 60℃; for 17.5h;
Stage #2: With sodium hydroxide In water Cooling;
88.3%
2-[4-(4-amino-2-fluoro-phenoxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]-ethanol
867018-12-0

2-[4-(4-amino-2-fluoro-phenoxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]-ethanol

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

2-(4-{4-[(2-aminopyrimidin-4-yl)amino]-2-fluorophenoxy}-1H-pyrrolo[2,3-b]pyridin-4-yl)ethanol

2-(4-{4-[(2-aminopyrimidin-4-yl)amino]-2-fluorophenoxy}-1H-pyrrolo[2,3-b]pyridin-4-yl)ethanol

Conditions
ConditionsYield
Stage #1: 2-[4-(4-amino-2-fluoro-phenoxy)-1H-pyrrolo[2,3-b]pyridin-3-yl]-ethanol; 2-amino-4-chloropyrimidine With hydrogenchloride In water Heating / reflux;
Stage #2: With sodium hydroxide In water pH=10;
88%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

C11H12N2S

C11H12N2S

N4-((4-methyl-2-phenyl-5-thiazolyl)methyl)pyrimidine-2,4-diamine

N4-((4-methyl-2-phenyl-5-thiazolyl)methyl)pyrimidine-2,4-diamine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol at 40℃; for 3h; Inert atmosphere;88%
tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate
942070-45-3

tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate

2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

4-(1H-indol-3-yl)pyrimidin-2-amine
289628-76-8

4-(1H-indol-3-yl)pyrimidin-2-amine

Conditions
ConditionsYield
With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); caesium carbonate In water; isopropyl alcohol at 80℃; for 16h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;87%
With caesium carbonate In methanol at 100℃; for 24h; Suzuki coupling; Inert atmosphere;73%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

4-(2-methoxyphenyl)pyrimidin-2-amine
915070-01-8

4-(2-methoxyphenyl)pyrimidin-2-amine

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 2h; Inert atmosphere;87%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 95℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere;86%
2-amino-4-chloropyrimidine
3993-78-0

2-amino-4-chloropyrimidine

2-amino-5-bromo-4-chloropyrimidine
1044767-99-8

2-amino-5-bromo-4-chloropyrimidine

Conditions
ConditionsYield
With bromine; acetic acid at 20℃; for 2h;86%
With N-Bromosuccinimide In chloroform at 20℃;62%
With N-Bromosuccinimide In methanol; acetonitrile at 20℃; for 0.5h;

2-Amino-4-chloropyrimidine Chemical Properties

Empirical Formula: C4H4ClN3
Molecular Weight: 129.5477
Nominal Mass: 129 Da
Average Mass: 129.5477 Da
Monoisotopic Mass: 129.009375 Da 
Index of Refraction: 1.617
Molar Refractivity: 31.56 cm3
Molar Volume: 90.1 cm3
Surface Tension: 66.4 dyne/cm
Density: 1.437 g/cm3
Flash Point: 144.1 °C
Enthalpy of Vaporization: 55.58 kJ/mol
Boiling Point: 314.6 °C at 760 mmHg
Vapour Pressure: 0.000461 mmHg at 25 °C 
Melting Point: 155-160 °C (dec.)
Appearance: White solid
Structure of 2-Amino-4-chloropyrimidine (CAS NO.3993-78-0):
                            
IUPAC Name: 4-Chloropyrimidin-2-amine
Canonical SMILES: C1=CN=C(N=C1Cl)N
InChI: InChI=1S/C4H4ClN3/c5-3-1-2-7-4(6)8-3/h1-2H,(H2,6,7,8)
InChIKey: DBGFGNCFYUNXLD-UHFFFAOYSA-N
Product Category of 2-Amino-4-chloropyrimidine (CAS NO.3993-78-0): APIs & Intermediate;Pyridines, Pyrimidines, Purines and Pteredines;Amines;Bases & Related Reagents;Heterocycles;Nucleotides;Pyrazines, Pyrimidines & Pyridazines;Halogenated Heterocycles;Heterocyclic Building Blocks

2-Amino-4-chloropyrimidine Uses

 2-Amino-4-chloropyrimidine (CAS NO.3993-78-0) is usually used for the synthesis of pesticides such as Chlorimuron-ethyl.

2-Amino-4-chloropyrimidine Safety Profile

The Hazard Codes: IrritantXi,HarmfulXn
The Risk Statements:
22:  Harmful if swallowed 
41:  Risk of serious damage to eyes 
36/37/38:  Irritating to eyes, respiratory system and skin 
37/38:  Irritating to respiratory system and skin 
The Safety Statements information:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection 
36/39:  Wear suitable protective clothing and eye/face protection
Hazard Note: Irritant

2-Amino-4-chloropyrimidine Specification

 2-Amino-4-chloropyrimidine , its cas register number is 3993-78-0. It also can be called (4-Chloropyrimidin-2-yl)amine ; 4-Chloro-2-pyrimidinamine ; and 2-Pyrimidinamine,4-chloro- .

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