2-chloroisonicotinic acid,
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With ammonium hydroxide at 190℃; | |
With ammonia In water at 240℃; for 22h; |
2-(acetylamino)isonicotinic acid
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With sodium hydroxide | |
With sodium hydroxide |
2-acetylamino-4-methylpyridine
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aq. KMnO4 / 10 h / 75 °C 2: 10percent NaOH View Scheme | |
Multi-step reaction with 2 steps 1: KMnO4; H2O 2: aqueous NaOH View Scheme | |
With potassium permanganate; cetyltrimethylammonium chloride; sodium carbonate In water at 55 - 60℃; |
2-Amino-4-methylpyridine
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfur / 20 h / 140 - 160 °C 2: sodium hydroxide / water / 50 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: acetyl chloride / 10 h / 115 - 120 °C 2: sodium carbonate; cetyltrimethylammonium chloride; potassium permanganate / water / 55 - 60 °C View Scheme |
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With sodium hydroxide In water for 50h; Reflux; |
Conditions | Yield |
---|---|
With oxygen In water at 20 - 80℃; for 2h; pH=9; Temperature; pH-value; Reflux; | 95.1% |
With sulfuric acid |
Conditions | Yield |
---|---|
With thionyl chloride at 0 - 50℃; for 13h; Inert atmosphere; | 89% |
With sulfuric acid at 80℃; for 72h; | 89% |
With sulfuric acid at 80℃; for 72h; | 86% |
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With hydrogenchloride; hydrogen; platinum(IV) oxide In ethanol under 1499.7 Torr; for 2h; Ambient temperature; | 88% |
N,N-dimethyl acetamide
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
In N,N-dimethyl acetamide High Pressure; mixt. sealed in vial, heated at 120°C for 3 d; cooled to room temp.; elem. anal.; | 88% |
2-aminoisonicotinic acid
adenine
N,N-dimethyl-formamide
[Zn(adenine(1-))(2-aminoisonicotinate)]*(N,N-dimethylformamide)
Conditions | Yield |
---|---|
at 120℃; for 72h; Autoclave; | 88% |
2-aminoisonicotinic acid
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
In N,N-dimethyl acetamide High Pressure; mixt. sealed in vial, heated at 120°C for 3 d; cooled to room temp.; elem. anal.; | 84.5% |
2-aminoisonicotinic acid
4-methoxy-aniline
Conditions | Yield |
---|---|
Stage #1: 2-aminoisonicotinic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 4-methoxy-aniline With pyridine; ethylenediamine In ethanol; dichloromethane; N,N-dimethyl-formamide at 20℃; for 2.5h; Reflux; Further stages; | 75.5% |
2-aminoisonicotinic acid
2-methyl-[1,1′-biphenyl]-3-amine
Conditions | Yield |
---|---|
Stage #1: 2-aminoisonicotinic acid 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 dichloromethane for 1h; Stage #2: 2-methyl-[1,1′-biphenyl]-3-amine In dichloromethane | 67.9% |
Conditions | Yield |
---|---|
In methanol; water at 150℃; for 12h; | 65% |
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h; | 63% |
2-aminoisonicotinic acid
acetic anhydride
2-(acetylamino)isonicotinic acid
Conditions | Yield |
---|---|
With sulfuric acid In water at 90℃; | 60% |
Conditions | Yield |
---|---|
Stage #1: 2-aminoisonicotinic acid; N,N-dimethylammonium chloride With triethylamine In N,N-dimethyl-formamide at 10℃; for 0.166667h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 55.2% |
2-methoxy-ethanol
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With sulfuric acid at 120 - 140℃; for 48h; | 49% |
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 1h; | 46% |
4-[3-amino-1-(4-fluoro-phenyl)-propyl]-N-methyl-benzamide
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide | 44.2% |
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With sodium hypochlorite; sodium hydroxide In water at 0 - 5℃; for 4.25h; | 44% |
2-aminoisonicotinic acid
benzylamine
2-amino-N-benzylisonicotinamide
Conditions | Yield |
---|---|
Stage #1: 2-aminoisonicotinic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: benzylamine With benzotriazol-1-ol In N,N-dimethyl-formamide at 20℃; for 72h; | 43% |
7-methoxy-8-[3-(morpholin-4-yl)propoxy]-2,3-dihydroimidazo[1,2-c]quinazolin-5-amine
2-aminoisonicotinic acid
2-amino-N-{7-methoxy-8-[3-(morpholin-4-yl)propoxy]-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl}isonicotinamide
Conditions | Yield |
---|---|
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 37% |
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 37% |
2-amino-3-hydroxypyridine
2-aminoisonicotinic acid
4-(oxazolo[4,5-b]pyridin-2-yl)pyridin-2-amine
Conditions | Yield |
---|---|
With polyphosphoric acid at 220℃; for 4h; | 36% |
N-(3-amino-4-methylphenyl)-3-(trifluoromethyl)benzamide
2-aminoisonicotinic acid
2-amino-N-(2-methyl-5-(3-(trifluoromethyl)benzamido)phenyl)isonicotinamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 12h; | 35% |
chloro-trimethyl-silane
2-aminoisonicotinic acid
Conditions | Yield |
---|---|
With thionyl chloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide In dichloromethane | 32.5% |
Molecule structure of 2-Amino isonicotinic acid (CAS NO.13362-28-2):
IUPAC Name: 2-Aminopyridine-4-carboxylic acid
Molecular Weight: 138.12404 g/mol
Molecular Formula: C6H6N2O2
Density: 1.417 g/cm3
Melting Point: 300-302 °C
Boiling Point: 498.5 °C at 760 mmHg
Flash Point: 255.3 °C
Index of Refraction: 1.649
Molar Refractivity: 35.51 cm3
Molar Volume: 97.4 cm3
Polarizability: 14.07×10-24 cm3
Surface Tension: 77.7 dyne/cm
Enthalpy of Vaporization: 80.74 kJ/mol
Vapour Pressure: 9.33E-11 mmHg at 25 °C
Storage Temp.: keep cold
H-Bond Donor: 2
H-Bond Acceptor: 4
Rotatable Bond Count: 1
Tautomer Count: 2
Exact Mass: 138.042927
MonoIsotopic Mass: 138.042927
Topological Polar Surface Area: 76.2
Heavy Atom Count: 10
Complexity: 138
Canonical SMILES: C1=CN=C(C=C1C(=O)O)N
InChI: InChI=1S/C6H6N2O2/c7-5-3-4(6(9)10)1-2-8-5/h1-3H,(H2,7,8)(H,9,10)
InChIKey: QMKZZQPPJRWDED-UHFFFAOYSA-N
Product Categories: AMINOACID; Amines;blocks; Carboxes; Pyridines; Pyridine series; pyridine derivative; pharmacetical; Carboxylic Acids; Pyridine; Organic acids; Carboxylic Acids
Hazard Codes: Xi, T
Risk Statements: 36/37/38-23/24/25
R36/37/38:Irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36-45-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
Hazard Note: Irritant/Keep Cold
HazardClass: IRRITANT
2-Amino isonicotinic acid (CAS NO.13362-28-2) is also named as 4-pyridinecarboxylic acid, 2-amino- ; acide 2-aminoisonicotinique ; 2-Amino-4-pyridine carboxylic acid ; 2-Amino-4-pyridinecarboxylic acid ; 2-aminoisonicotinic acid hydrochloride ; 2-aminopyridine-4-carboxylic acid . 2-Amino isonicotinic acid (CAS NO.13362-28-2) is light yellow crystal.
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