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4-(3-Pyridinyl)-2-aminopyrimidine
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Name

4-(3-Pyridinyl)-2-aminopyrimidine

 EINECS 1312995-182-4
CAS No. 66521-66-2 Density 1.259 g/cm3
PSA 64.69000 LogP 1.70200
Solubility N/A Melting Point 189-191 °C
Formula C9H8N4 Boiling Point 439.9 °C at 760 mmHg
Molecular Weight 172.189 Flash Point 250 °C
Transport Information N/A Appearance N/A
Safety 45-36/37 Risk Codes 25-20/21/22
Molecular Structure Molecular Structure of 66521-66-2 (4-(3-Pyridinyl)-2-aminopyrimidine) Hazard Symbols T
Synonyms

4-(3-Pyridyl)-2-pyrimidinamine;4-(Pyridin-3-yl)pyrimidin-2-amine;

Article Data 36

4-(3-Pyridinyl)-2-aminopyrimidine Synthetic route

506-93-4

guanidine nitrate

55314-16-4, 75415-01-9, 123367-26-0

(E)-3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
In butan-1-ol for 12h; Reflux;93%
With sodium hydroxide In butan-1-ol for 20h; Reflux; Inert atmosphere;76%
With sodium hydroxide In butan-1-ol for 24h; Reflux;4.49 g
50-01-1

guanidine hydrochloride

55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
With sodium hydroxide In tert-butyl alcohol at 85℃;90%
With potassium carbonate In propan-1-ol Reflux; Inert atmosphere;87%
With sodium hydroxide In butan-1-ol Reflux;85%
483324-01-2

2-chloro-4-(pyridin-3-yl)pyrimidine

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
With ammonium hydroxide In water at 80℃; for 16h; Sealed tube;87%
506-93-4

guanidine nitrate

55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
With sodium hydroxide In butan-1-ol for 12h; Inert atmosphere; Schlenk technique; Reflux;85.5%
With sodium hydroxide In butan-1-ol for 16h; Reflux;85%
With sodium hydroxide In butan-1-ol for 16h; Reflux;67%
With sodium hydroxide In butan-1-ol for 12h; Reflux;
With sodium hydroxide In butan-1-ol at 90℃; for 0.333333h; Microwave irradiation;1.18 g
3993-78-0

2-amino-4-chloropyrimidine

1692-25-7

3-pyridylboronic acid

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 100℃; for 6h; Inert atmosphere;81%
With 1-(2,6-diisopropylphenyl)-3-(2-oxo-2-(2,4,6-tri-tert-butylphenylamino)ethyl)-1H-imidazol-3-ium bromide; palladium diacetate; sodium hydroxide In water; dimethyl sulfoxide at 100℃; for 10h; Suzuki Coupling;72%
55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
With guanidine hydrochloride; sodium hydroxide In isopropyl alcohol for 12h; Reflux;75%
With guanidine hydrochloride; sodium hydroxide In isopropyl alcohol for 18h; Inert atmosphere; Reflux;65%
With guanidine hydrochloride; sodium ethanolate In ethanol for 8h; Heating;
Multi-step reaction with 2 steps
1.1: nitric acid / ethanol / 0 °C
1.2: Reflux
1.3: Reflux
2.1: PYRIMIDINE; hydrazine hydrate / methanol / 0.25 h / 50 - 60 °C
View Scheme
Multi-step reaction with 2 steps
1.1: nitric acid / ethanol / 0 °C
1.2: Reflux
1.3: Reflux
2.1: PYRIMIDINE; hydrazine hydrate / methanol / 0.25 h / 50 - 60 °C
View Scheme
50-01-1

guanidine hydrochloride

55314-16-4, 75415-01-9, 123367-26-0

(E)-3-(dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 6h; Heating;73%
With sodium hydroxide In butan-1-ol at 85℃; for 12h; Solvent;72%
With sodium hydroxide In butan-1-ol for 12h; Reflux;5.162 g
1392279-39-8

(Z)-3-chloro-3-(pyridin-3-yl)acrylaldehyde

50-01-1

guanidine hydrochloride

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
With potassium carbonate In methanol at 20℃; Reflux;71%
1144477-16-6

N-[4-(pyridin-3-yl)pyrimidin-2-yl]cyanamide

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
Stage #1: N-[4-(pyridin-3-yl)pyrimidin-2-yl]cyanamide With PYRIMIDINE; hydrazine hydrate In methanol at 50 - 60℃; for 0.25h;
Stage #2: In water		70%
420-04-2

CYANAMID

55314-16-4, 75415-01-9, 123367-26-0

3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one

88-74-4

2-nitro-aniline

66521-66-2

4-pyridin-3-ylpyrimidin-2-ylamine

Conditions
ConditionsYield
Stage #1: 2-nitro-aniline With nitric acid In ethanol at 0℃;
Stage #2: CYANAMID In water pH=Ca. 3; Reflux;
Stage #3: 3-(N,N-dimethylamino)-1-(pyridin-3-yl)prop-2-en-1-one In isopropyl alcohol Reflux;		70%

4-(3-Pyridinyl)-2-aminopyrimidine Chemical Properties

Following is the structure of 2-Pyrimidinamine,4-(3-pyridinyl)- (CAS NO.66521-66-2):
                      
Empirical Formula: C9H8N4
Molecular Weight: 172.1866
Index of Refraction: 1.641
Molar Refractivity: 49.35 cm3
Molar Volume: 136.6 cm3
Density: 1.259 g/cm3
Flash Point: 250 °C
Surface Tension: 65.5 dyne/cm
Enthalpy of Vaporization: 69.7 kJ/mol
Boiling Point of 2-Pyrimidinamine,4-(3-pyridinyl)- (CAS NO.66521-66-2): 439.9 °C at 760 mmHg
Vapour Pressure of 2-Pyrimidinamine,4-(3-pyridinyl)- (CAS NO.66521-66-2): 6.13E-08 mmHg at 25 °C
SMILES: Nc1nc(ccn1)c2cnccc2
InChI: InChI=1/C9H8N4/c10-9-12-5-3-8(13-9)7-2-1-4-11-6-7/h1-6H,(H2,10,12,13)
InChIKey: LQHQKYWYKPLKCH-UHFFFAOYAE

4-(3-Pyridinyl)-2-aminopyrimidine Specification

 2-Pyrimidinamine,4-(3-pyridinyl)- , its cas register number 66521-66-2. It also can be called 4-(Pyridin-3-yl)pyrimidin-2-amine ; and 4-pyridin-3-ylpyrimidin-2-amine .

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