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2-Aminopyrimidine-5-carboxylic acid
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Name

2-Aminopyrimidine-5-carboxylic acid

 EINECS N/A
CAS No. 3167-50-8 Density 1.534 g/cm3
PSA 89.10000 LogP 0.33820
Solubility N/A Melting Point >300 °C
Formula C5H5N3O2 Boiling Point 474.584 °C at 760 mmHg
Molecular Weight 139.114 Flash Point 240.82 °C
Transport Information N/A Appearance N/A
Safety 36/37-24/25-22 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 3167-50-8 (2-Aminopyrimidine-5-carboxylic acid) Hazard Symbols IrritantXi
Synonyms

2-Amino-5-carboxypyrimidine;2-Amino-5-pyrimidinecarboxylic acid;

Article Data 11

2-Aminopyrimidine-5-carboxylic acid Synthetic route

308348-93-8

2-amino-pyrimidine-5-carboxylic acid methyl ester

3167-50-8

2-amino-pyrimidine-5-carboxylic acid

Conditions
ConditionsYield
Stage #1: 2-amino-pyrimidine-5-carboxylic acid methyl ester With methanol; lithium hydroxide; water at 60℃;
Stage #2: With hydrogenchloride; water In methanol pH=4;		90%
Stage #1: 2-amino-pyrimidine-5-carboxylic acid methyl ester With water; lithium hydroxide In methanol at 60℃;
Stage #2: With hydrogenchloride In water pH=4;		90%
Stage #1: 2-amino-pyrimidine-5-carboxylic acid methyl ester With water; lithium hydroxide In methanol at 60℃;
Stage #2: With hydrogenchloride In water pH=4;		90%
With lithium hydroxide In methanol; water at 60℃;90%
With water; lithium hydroxide In tetrahydrofuran; methanol at 20℃; for 3h;
7424-91-1

methyl 3,3-dimethoxypropionate

107-31-3

Methyl formate

guanidine hydrochloride salt

3167-50-8

2-amino-pyrimidine-5-carboxylic acid

Conditions
ConditionsYield
Stage #1: methyl 3,3-dimethoxypropionate With sodium methylate In 1,4-dioxane; methanol Reflux; Large scale;
Stage #2: Methyl formate In 1,4-dioxane; methanol at 20℃; Large scale;
Stage #3: guanidine hydrochloride salt Large scale; Further stages;		65%
7424-91-1

methyl 3,3-dimethoxypropionate

107-31-3

Methyl formate

50-01-1

guanidine hydrochloride

3167-50-8

2-amino-pyrimidine-5-carboxylic acid

Conditions
ConditionsYield
Stage #1: methyl 3,3-dimethoxypropionate With sodium methylate In 1,4-dioxane; methanol Reflux; Large scale;
Stage #2: Methyl formate Large scale;
Stage #3: guanidine hydrochloride Large scale; Further stages;		65%
57401-76-0

2-aminopyrimidine-5-carboxylic acid ethyl ester

3167-50-8

2-amino-pyrimidine-5-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol for 5h; Heating;60%
89793-12-4

ethyl 2-chloropyrimidine-5-carboxylate

3167-50-8

2-amino-pyrimidine-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3
View Scheme
151323-66-9

ethyl 2-(ethylthio)pyrimidine-5-carboxylate

3167-50-8

2-amino-pyrimidine-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: H2O; chlorine
2: NH3
View Scheme
2223-96-3

4-chloro-2-ethylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester

3167-50-8

2-amino-pyrimidine-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aqueous ethanol; zinc-powder
2: H2O; chlorine
3: NH3
View Scheme
3167-50-8

2-amino-pyrimidine-5-carboxylic acid

2-amino-1,4,5,6-tetrahydropyrimidine-5-carboxylic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; platinum(IV) oxide; hydrogen In water for 48h;96%
With hydrogenchloride; hydrogen; palladium on activated charcoal under 1499.7 Torr; for 4h; Ambient temperature;95%
3167-50-8

2-amino-pyrimidine-5-carboxylic acid

1032570-74-3

7-methoxy-8-[3-(morpholin-4-yl)propoxy]-2,3-dihydroimidazo[1,2-c]quinazolin-5-amine

1032568-63-0

2-amino-N-{7-methoxy-8-[3-(4 morpholinyl)propoxy]-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl}-5- pyrimidinecarboxamide

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 17h; Large scale;96%
With dmap; C9H19N3*ClH In ethanol; N,N-dimethyl-formamide at 20℃; for 15h;96%
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;40%
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;40%
3167-50-8

2-amino-pyrimidine-5-carboxylic acid

N-(4-methyl-3-(piperidin-4-yloxy)phenyl)-4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzoamide trihydrochloride

N-(3-((1-(2-aminopyrimidine-5-carbonyl)piperidin-4-yl)oxy)-4-methylphenyl)-4-((4-methy lpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 20℃; for 2h;79%

2-Aminopyrimidine-5-carboxylic acid Chemical Properties

Molecular Structure of 5-Pyrimidinecarboxylicacid, 2-amino- (CAS No.3167-50-8):
 
Molecular Formula: C5H5N3O2
Molecular Weight: 139.1121
IUPAC Name: 2-Aminopyrimidine-5-carboxylic acid
CAS No: 3167-50-8
H bond acceptors: 5
H bond donors: 3
Freely Rotating Bonds: 1
Polar Surface Area: 89.1 Å2
Index of Refraction: 1.663
Molar Refractivity: 33.602 cm3
Molar Volume: 90.691 cm3
Surface Tension: 95.532 dyne/cm
Density: 1.534 g/cm3
Flash Point: 240.82 °C
Enthalpy of Vaporization: 77.738 kJ/mol
Boiling Point: 474.584 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
Product Categories: Aminoacid;Pyrimidine;Pharmacetical;Carboxylic Acids;Pyrazines, Pyrimidines Pyridazines;API intermediates;Carboxylic Acids;Pyrazines, Pyrimidines Pyridazines
InChI: InChI=1/C5H5N3O2/c6-5-7-1-3(2-8-5)4(9)10/h1-2H,(H,9,10)(H2,6,7,8)
InChIKey: CBRLWSXYXSFYSP-UHFFFAOYAM
Std. InChI: InChI=1S/C5H5N3O2/c6-5-7-1-3(2-8-5)4(9)10/h1-2H,(H,9,10)(H2,6,7,8)
Std. InChIKey: CBRLWSXYXSFYSP-UHFFFAOYSA-N

2-Aminopyrimidine-5-carboxylic acid Safety Profile

Safety Information of 5-Pyrimidinecarboxylicacid, 2-amino- (CAS No.3167-50-8):
Hazard Codes: IrritantXi

2-Aminopyrimidine-5-carboxylic acid Specification

   5-Pyrimidinecarboxylicacid, 2-amino- (CAS No.3167-50-8), it also can be called 2-Aminopyrimidine-5-carboxylic acid  .

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