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CAS No.: | 3167-50-8 |
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Name: | 2-Aminopyrimidine-5-carboxylic acid |
Article Data: | 11 |
Molecular Structure: | |
Formula: | C5H5N3O2 |
Molecular Weight: | 139.114 |
Synonyms: | 2-Amino-5-carboxypyrimidine;2-Amino-5-pyrimidinecarboxylic acid; |
Density: | 1.534 g/cm3 |
Melting Point: | >300 °C |
Boiling Point: | 474.584 °C at 760 mmHg |
Flash Point: | 240.82 °C |
Hazard Symbols: | Xi |
Risk Codes: | 20/21/22-36/37/38 |
Safety: | 36/37-24/25-22 |
PSA: | 89.10000 |
LogP: | 0.33820 |
2-amino-pyrimidine-5-carboxylic acid methyl ester
2-amino-pyrimidine-5-carboxylic acid
Conditions | Yield |
---|---|
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; |
methyl 3,3-dimethoxypropionate
Methyl formate
2-amino-pyrimidine-5-carboxylic acid
Conditions | Yield |
---|---|
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% |
methyl 3,3-dimethoxypropionate
Methyl formate
guanidine hydrochloride
2-amino-pyrimidine-5-carboxylic acid
Conditions | Yield |
---|---|
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% |
2-aminopyrimidine-5-carboxylic acid ethyl ester
2-amino-pyrimidine-5-carboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In methanol for 5h; Heating; | 60% |
ethyl 2-chloropyrimidine-5-carboxylate
2-amino-pyrimidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: NH3 View Scheme |
ethyl 2-(ethylthio)pyrimidine-5-carboxylate
2-amino-pyrimidine-5-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: H2O; chlorine 2: NH3 View Scheme |
4-chloro-2-ethylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester
2-amino-pyrimidine-5-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1: aqueous ethanol; zinc-powder 2: H2O; chlorine 3: NH3 View Scheme |
2-amino-pyrimidine-5-carboxylic acid
Conditions | Yield |
---|---|
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% |
2-amino-pyrimidine-5-carboxylic acid
7-methoxy-8-[3-(morpholin-4-yl)propoxy]-2,3-dihydroimidazo[1,2-c]quinazolin-5-amine
2-amino-N-{7-methoxy-8-[3-(4 morpholinyl)propoxy]-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl}-5- pyrimidinecarboxamide
Conditions | Yield |
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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% |
2-amino-pyrimidine-5-carboxylic acid
Conditions | Yield |
---|---|
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% |
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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
Safety Information of 5-Pyrimidinecarboxylicacid, 2-amino- (CAS No.3167-50-8):
Hazard Codes: Xi
5-Pyrimidinecarboxylicacid, 2-amino- (CAS No.3167-50-8), it also can be called 2-Aminopyrimidine-5-carboxylic acid .