2-Aminopyrimidine-5-carboxylic acid supplier

Name
2-Aminopyrimidine-5-carboxylic acid
EINECS
CAS No. 3167-50-8
Article Data11
CAS DataBase
Density 1.534 g/cm³
Solubility
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
Appearance
Safety 36/37-24/25-22
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Amino-5-carboxypyrimidine;2-Amino-5-pyrimidinecarboxylic acid;
PSA 89.10000
LogP 0.33820

Synthetic route

: 308348-93-8
2-amino-pyrimidine-5-carboxylic acid methyl ester

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

Conditions

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;

: 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

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%

...Expand

: 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

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%

...Expand

: 57401-76-0
2-aminopyrimidine-5-carboxylic acid ethyl ester

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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%

: 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

Conditions	Yield
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

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%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 109-12-6
2-aminopyrimidine

Conditions

Conditions	Yield
for 3h; Heating;	74%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: rel-N-[8-({(2R)-3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-hydroxy-2-methylpropyl}oxy)-7-methoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl]amine

: rel-2-amino-N-{8-({(2R)-3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-hydroxy-2-methylpropyl}oxy)-7-methoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl}pyrimidine-5-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 24h;	68%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 1428929-08-1, 1428954-51-1
4-[[3-[[5-(trifluoromethyl)-2-pyridyl]oxy]phenyl]methylene]-cyclohexanamine

: 1428926-93-5, 1428947-75-4, 1428949-41-0
2-amino-N-[4-[[3-[[5-(trifluoromethyl)-2-pyridyl]oxy]phenyl] methylene]cyclohexyl]pyrimidine-5-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h;	62%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 2-amino-7-(3-morpholin-4-ylpropoxy)-8-methoxyquinazolin-4(3H)-one

: N-[7-(3-morpholin-4-ylpropoxy)-8-methoxyquinazoline-4(3H)-one-2-yl]-2-amino-5-pyrimidinecarboxamide

Conditions

Conditions	Yield
With DBN; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In acetonitrile at 20℃; for 12h;	61.1%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 2731-06-8
2-methyltryptamine

: 2-amino-N-(2-(2-methyl-1H-indol-3-yl)ethyl)pyrimidine-5-carboxamide

Conditions

Conditions	Yield
Stage #1: 2-amino-pyrimidine-5-carboxylic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 2-methyltryptamine In N,N-dimethyl-formamide at 20℃; for 24h;	59%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: tert-butyl 4-[(2-aminopyrimidin-5-yl)carbonyl]piperazine-1-carboxylate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 12h;	56.6%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 3,4,9,10-tetrahydro-2H-[1,4]coumaine[2,3-h]imidazo[1,2-c]quinazolin-7-amine

: C18H17N7O3

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	54%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 3-amino-6-(benzyloxy)-5-methoxy-2-methylisoquinolin-1-(2H)-one

: 2-amino-N-(6-(benzyloxy)-2-methyl-5-methoxy-1-oxo-1,2-dihydroisoquinoline-3-yl)pyrimidine-5-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 48h;	40%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 1202649-62-4
3-amino-4-methyl-N-(4-((4-methylpiperazin-1-yl) methyl)-3-(trifluoromethyl)phenyl)benzamide

: 1581701-25-8
2-amino-N-(2-methyl-5-((4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)carbamoyl)phenyl)pyrimidine-5-carboxamide

Conditions

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 20℃; for 12h;	38%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: C18H22N2O

: 2-amino-N-(2-methyl-5-(3-(trifluoromethyl)benzamido)phenyl)pyrimidine-5-carboxamide

Conditions

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 20℃;	35%

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 2-Amino-1,4,5,6-tetrahydro-pyrimidine-5-carbonyl chloride; hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / H2, aq. HCl / 10percent Pd/C / 4 h / 1499.7 Torr / Ambient temperature 2: 0.53 g / oxalyl chloride / benzene / 2.5 h / Heating View Scheme

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 2-amino-5-(methoxycarbonyl)-1,4,5,6-tetrahydropyrimidine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / H2, aq. HCl / 10percent Pd/C / 4 h / 1499.7 Torr / Ambient temperature 2: 81.2 percent / SOCl2 / Heating View Scheme

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 2-amino-5-(ethoxycarbonyl)-1,4,5,6-tetrahydropyrimidine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / H2, aq. HCl / 10percent Pd/C / 4 h / 1499.7 Torr / Ambient temperature 2: 82.1 percent / SOCl2 / Heating View Scheme

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 2-amino-5-(isopropyloxycarbonyl)-1,4,5,6-tetrahydropyrimidine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / H2, aq. HCl / 10percent Pd/C / 4 h / 1499.7 Torr / Ambient temperature 2: 34.2 percent / SOCl2 / Heating View Scheme

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 2-amino-5-(propyloxycarbonyl)-1,4,5,6-tetrahydropyrimidine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / H2, aq. HCl / 10percent Pd/C / 4 h / 1499.7 Torr / Ambient temperature 2: 75.2 percent / SOCl2 / Heating View Scheme

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 2-amino-5-(propargyloxycarbonyl)-1,4,5,6-tetrahydropyrimidine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 95 percent / H2, aq. HCl / 10percent Pd/C / 4 h / 1499.7 Torr / Ambient temperature 2: 0.53 g / oxalyl chloride / benzene / 2.5 h / Heating 3: 53.2 percent / Ambient temperature View Scheme

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 69034-08-8
5-(trifluoromethyl)pyrimidin-2-amine

Conditions

Conditions	Yield
With HF; SF4

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 544-00-3
3-methyl-N-(3-methylbutyl)-1-butanamine

: 1187663-51-9
C15H26N4O

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃;

: 3167-50-8
2-amino-pyrimidine-5-carboxylic acid

: 67-36-7
4-phenoxy benzaldehyde

: C18H13N3O3

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In methanol; dichloromethane at 20℃; for 1h;

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: Irritant Xi

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 .

Product Name

2-Aminopyrimidine-5-carboxylic acid

Synthetic route

2-Aminopyrimidine-5-carboxylic acid Chemical Properties

2-Aminopyrimidine-5-carboxylic acid Safety Profile

2-Aminopyrimidine-5-carboxylic acid Specification

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