2-Amino-3-pyridinecarboxaldehyde supplier

Name
2-Amino-3-pyridinecarboxaldehyde
EINECS -0
CAS No. 7521-41-7
Article Data36
CAS DataBase
Density 1.264 g/cm³
Solubility insoluble in water
Melting Point 98-102 °C(lit.)
Formula C₆H₆N₂O
Boiling Point 290.7 °C at 760 mmHg
Molecular Weight 122.126
Flash Point 129.6 °C
Transport Information
Appearance yellow crystals
Safety 26-36-36/37/39
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Nicotinaldehyde,2-amino- (6CI,7CI,8CI);2-Amino-3-formylpyridine;2-Aminonicotinaldehyde;2-Aminopyridine-3-carboxyaldehyde;2-Aminopyridine-3-carbaldehyde;
PSA 55.98000
LogP 1.05750

Synthetic route

: 86847-64-5
N-(3-formyl-2-pyridinyl)-2,2-dimethylpropanamide

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Stage #1: N-(3-formyl-2-pyridinyl)-2,2-dimethylpropanamide With hydrogenchloride In water for 18h; Heating / reflux; Stage #2: With potassium carbonate In water at 20℃; pH=7;	100%
With hydrogenchloride for 4h; Heating;	93%
With hydrogenchloride In water

: 86847-59-8
2-(pivaloylamino)pyridine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multistep reaction;	84%

: 23612-57-9
(2-amino-3-pyridinyl)methanol

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With manganese(IV) oxide In dichloromethane at 20℃;	83%
With manganese(IV) oxide In dichloromethane at 20℃;	83%
With manganese(IV) oxide In dichloromethane at 20℃; for 18h;

: 114858-36-5
2-<3-(dibromomethyl)-2-pyridinyl>-1H-isoindole-1,3(2H)-dione

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Stage #1: 2-<3-(dibromomethyl)-2-pyridinyl>-1H-isoindole-1,3(2H)-dione With ammonia In ethanol; water at 4 - 20℃; for 1.16667h; Stage #2: With hydrogenchloride In water for 3h; Heating / reflux;	70%
Multi-step reaction with 2 steps 1: NH4OH / ethanol 2: 65 percent / HCl(conc) / 3 h / Heating View Scheme

: 114858-37-6
2-(3-Iminomethyl-pyridin-2-yl)-isoindole-1,3-dione

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With hydrogenchloride for 3h; Heating;	65%

: 855313-30-3
2-tert-butylamino-pyridine-3-carbaldehyde

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With hydrogenchloride	52%

: 1004-16-6
3-cyano-1-methylpyridinium iodide

A: 100-54-9
pyridine-3-carbonitrile

B: 7521-41-7
2-Aminonicotinaldehyde

C: 32399-08-9
2-methylamino-3-pyridinecarboxaldehyde

Conditions

Conditions	Yield
With ammonium hydroxide at 180℃; for 35h;	A 45% B 6% C 8%

...Expand

: 116026-94-9
2--3-pyridinecarboxaldehyde

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere;	40%

: 7521-27-9
2-(3-pyridyl)-1,3,8-triazanaphthalene

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In water for 1h;	38%
With hydrogenchloride at 100℃;	38%
With hydrogenchloride In water for 4h; Reflux; Inert atmosphere;	30%

: 98-92-0
nicotinamide

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Stage #1: nicotinamide With ammonium sulfamate at 150 - 200℃; for 9h; Stage #2: With ammonia In water for 1h; Stage #3: With hydrogenchloride for 4h; Heating;	11%
Multi-step reaction with 2 steps 1: ammonium sulfamate / 11 h / 150 - 200 °C 2: 2 N HCl, water / 4 h / Heating View Scheme
Stage #1: nicotinamide With hydrogenchloride; ammonium sulphamate In water Stage #2: With sodium hydroxide

: 2-amino-nicotinic acid isopropylidenehydrazide

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With ammonium hydroxide; sodium periodate

: N-[4-(2-amino-[3]pyridyl)-but-3-enyl]-N-methyl-acetamide

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; ozone

: 100-54-9
pyridine-3-carbonitrile

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; water for 4h; Heating; Yield given;

: 504-29-0
2-aminopyridine

ethyl halide: ethyl halide

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 67 percent / DIEA / CH2Cl2 2: 95 percent / LDA 3: 52 percent / aq. HCl View Scheme

: 76293-30-6
N-tert-butyl-2-aminopyridine

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / LDA 2: 52 percent / aq. HCl View Scheme

: 504-29-0
2-aminopyridine

Fmoc-L-Tyr(OtBu)-Wang resin: Fmoc-L-Tyr(OtBu)-Wang resin

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 94 percent / Et3N / various solvent(s) / 2 h / 20 °C View Scheme

: 1603-40-3
3-methylpyridin-2-ylamine

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 93 percent / 190 °C 2: 86.6 percent / NBS, AIBN / CCl4 / Heating 3: NH4OH / ethanol 4: 65 percent / HCl(conc) / 3 h / Heating View Scheme

: 64959-77-9
2-(3-methyl-2-pyridinyl)-1H-isoindole-1,3(2H)-dione

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 86.6 percent / NBS, AIBN / CCl4 / Heating 2: NH4OH / ethanol 3: 65 percent / HCl(conc) / 3 h / Heating View Scheme

: 504-29-0
2-aminopyridine

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 79 percent / triethylamine / CH2Cl2 / 2 h / Ambient temperature 2: 1) n-BuLi, 2) 6 N HCl / THF, hexane 1.) 0 degC, 4h, 2) -78 deg C to room temp. 3: 93 percent / 3 N aqueous HCl / 4 h / Heating View Scheme
Multi-step reaction with 3 steps 1.1: tert-butyl alcohol / 30 - 40 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 2.2: -78 - -20 °C / Inert atmosphere 2.3: -78 - 20 °C / Inert atmosphere 3.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: triethylamine 2: n-butyllithium 3: hydrogenchloride / water View Scheme

: 86847-59-8
2-(pivaloylamino)pyridine

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) n-BuLi, 2) 6 N HCl / THF, hexane 1.) 0 degC, 4h, 2) -78 deg C to room temp. 2: 93 percent / 3 N aqueous HCl / 4 h / Heating View Scheme
Multi-step reaction with 2 steps 1: n-butyllithium 2: hydrogenchloride / water View Scheme

: 5327-31-1
2-aminonicotinic acid hydrazide

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: aqueous NH3; NaIO4 View Scheme

: 38427-94-0
N-(tert-butoxycarbonyl)-2-aminopyridine

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 1.2: -78 - -20 °C / Inert atmosphere 1.3: -78 - 20 °C / Inert atmosphere 2.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere View Scheme

: 5175-26-8
2-Nitro-nicotinaldehyd

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With hydrogenchloride

: 1035796-03-2
2-(3'-pyridyl)pyrido[2,3-d]pyrimidine

: 7521-41-7
2-Aminonicotinaldehyde

Conditions

Conditions	Yield
With hydrogenchloride for 8h; Reflux;

: 7521-41-7
2-Aminonicotinaldehyde

: 107-91-5
cyanoacetic acid amide

: 15935-96-3
2-Amino-1,8-naphthyridine-3-carboxamide

Conditions

Conditions	Yield
With piperidine at 20℃; for 0.166667h; Friedlander condensation;	100%

: 7521-41-7
2-Aminonicotinaldehyde

: 108-13-4
malonodiamide

: 15935-96-3
2-Amino-1,8-naphthyridine-3-carboxamide

Conditions

Conditions	Yield
With piperidine In methanol for 0.0333333h; Friedlander condensation; microwave irradiation;	100%

: 7521-41-7
2-Aminonicotinaldehyde

: 120-92-3
cyclopentanone

: 58309-27-6
7,8-dihydro-6H-cyclopenta[b]-1,8-naphthyridine

Conditions

Conditions	Yield
With ytterbium(III) triflate at 20℃; for 1h; Friedlaender reaction;	100%
With 1-butyl-3-methylimidazolium methoxide at 70℃; for 23h; Inert atmosphere;	90%
With sodium hydrogensulfate on silicagel In neat (no solvent) at 80℃; for 0.533333h; Friedlaender Quinoline Synthesis; Green chemistry;	85%
With Poly(2-acrylamido-2-methylpropanesulfonic acid-co-acrylic acid) In neat (no solvent) at 110℃; for 0.666667h; Friedlaender Quinoline Synthesis; Green chemistry;	82%

: 7521-41-7
2-Aminonicotinaldehyde

: 67-64-1
acetone

: 1569-16-0
2-methyl-[1,8]naphthyridine

Conditions

Conditions	Yield
With L-proline	99%
With L-proline In ethanol for 16h; Reflux;	99%
With L-proline In ethanol Reflux;	99%

: 7521-41-7
2-Aminonicotinaldehyde

: 600-22-6
pyruvic acid methyl ester

: 215523-34-5
1,8-naphthyridine-2-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 16h; Cooling;	99%
With water; sodium hydroxide In ethanol at 0 - 20℃; for 18h;

: 7521-41-7
2-Aminonicotinaldehyde

: 118-93-4
o-hydroxyacetophenone

: 65182-56-1
2-(2-hydroxyphenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 65℃; for 7h;	98%
With potassium hydroxide for 0.05h; microwave irradiation;	90%
With potassium hydroxide In methanol; water at 60℃; Friedlaender Quinoline Synthesis;	82%
With sulfuric acid In acetic acid for 3h; Heating;	78%
With potassium hydroxide In ethanol for 4h; Heating;

: 7521-41-7
2-Aminonicotinaldehyde

: 102-01-2
N-phenylacetoacetamide

: 112697-61-7
2-methyl-N-phenyl-1,8-naphthyridine-3-carboxamide

Conditions

Conditions	Yield
With lithium chloride for 0.0833333h; Friedlaender condensation; microwave irradiation;	98%
With toluene-4-sulfonic acid at 20℃; for 5h; Friedlander condensation;	92%
With zirconyl chloride octahydrate In neat (no solvent, solid phase) at 70 - 80℃; for 0.15h;	92%

: 7521-41-7
2-Aminonicotinaldehyde

: 123-54-6
acetylacetone

: 5174-87-8
1-(2-methyl-1,8-naphthyridin-3-yl)ethan-1-one

Conditions

Conditions	Yield
With charcoal MgO In neat (no solvent) at 49.84℃; for 1h; Temperature; Friedlaender Quinoline Synthesis; Green chemistry;	98%
With piperidine at 20℃; for 0.333333h; Friedlander condensation;	96%
With sodium hydrogensulfate on silicagel In neat (no solvent) at 80℃; Solvent; Temperature; Friedlaender Quinoline Synthesis; Green chemistry;	96%

: 7521-41-7
2-Aminonicotinaldehyde

: 109-77-3
malononitrile

: 15935-95-2
2-amino-3-cyano-1,8-naphthyridine

Conditions

Conditions	Yield
With piperidine at 20℃; for 0.0333333h; Friedlander condensation;	98%
piperidine In ethanol	95%

: 7521-41-7
2-Aminonicotinaldehyde

: 104-47-2
p-methoxybenzylnitrile

: 60467-64-3
2-amino-3-(p-methoxyphenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With piperidine at 20℃; for 0.133333h;	98%
With potassium hydroxide Microwave irradiation;
With piperidine In neat (no solvent) at 20℃;

: 7521-41-7
2-Aminonicotinaldehyde

: 107-91-5
cyanoacetic acid amide

: 15935-95-2
2-amino-3-cyano-1,8-naphthyridine

Conditions

Conditions	Yield
With piperidine In methanol for 0.00833333h; Friedlander condensation; microwave irradiation;	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 39248-49-2
1,1′-(pyrazine-2,5-diyl)diethanone

: 2,5-di-(1′,8′-dinaphthyridin-2′-yl)pyrazine

Conditions

Conditions	Yield
With potassium hydroxide In ethanol for 5h; Friedlaender condensation; Heating;	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 1529-41-5
3-chloro-benzeneacetonitrile

: 756500-63-7
2-amino-3-(m-chlorophenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide for 0.0333333h; microwave irradiation;	98%
With piperidine In neat (no solvent) Milling; Green chemistry;

: 7521-41-7
2-Aminonicotinaldehyde

: 765-43-5
Cyclopropyl methyl ketone

: 2-(cyclopropyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water for 1h; Friedlaender reaction; Heating;	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 2856-63-5
2-Chlorophenylacetonitrile

: 845533-60-0
2-amino-3-(o-chlorophenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With sodium hydroxide for 0.0333333h; microwave irradiation;	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 16532-79-9
4-Bromophenylacetonitrile

: 883564-47-4
2-amino-3-(p-bromophenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide for 0.0416667h; microwave irradiation;	98%
With piperidine In neat (no solvent) Milling; Green chemistry;
With piperidine In neat (no solvent) at 20℃;

: 7521-41-7
2-Aminonicotinaldehyde

: 555-21-5
4-Nitrophenylacetonitrile

: 60467-62-1
2-amino-3-(p-nitrophenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide for 0.025h; microwave irradiation;	98%
With piperidine In neat (no solvent) Milling; Green chemistry;
With piperidine In neat (no solvent) at 20℃;

: 7521-41-7
2-Aminonicotinaldehyde

7,8,9,10-tetrahydroazepino[2,1-b]quinazoline-6,12-dione: 7,8,9,10-tetrahydroazepino[2,1-b]quinazoline-6,12-dione

: 3,2'-trimethylene-2-(1,8-naphthydrid-2-yl)-4(3H)-quinazolinone

Conditions

Conditions	Yield
With potassium hydroxide In ethanol Friedlaender condensation; Heating;	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 24295-03-2
2-Acetylthiazole

: 170439-30-2
2-(1,8-naphthyridin-2-yl)thiazole

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water at 60℃;	98%
With potassium hydroxide In methanol at 60℃; Inert atmosphere; Schlenk technique; Reflux;	82%
With potassium hydroxide In methanol	46%

: 7521-41-7
2-Aminonicotinaldehyde

: 501-00-8
3-fluorophenylacetonitrile

: 1082419-13-3
2-amino-3-(3-fluorophenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide In water for 0.0416667h; Microwave irradiation;	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 326-62-5
2-fluorophenyl acetonitrile

: 1082583-45-6
2-amino-3-(2-fluorophenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide for 0.0333333h; Microwave irradiation; Neat (no solvent);	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 459-22-3
4-fluorophenylacetonitrile

: 60467-61-0
2-amino-3-(4-fluorophenyl)-1,8-naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide Microwave irradiation;	98%
With piperidine In neat (no solvent) Milling; Green chemistry;
With piperidine In neat (no solvent) at 20℃;

: 7521-41-7
2-Aminonicotinaldehyde

: 30414-54-1
methyl 3-oxohexanoate

: 1609489-37-3
2-propyl-1,8-naphthyridine-3-carboxylic acid

Conditions

Conditions	Yield
In toluene at 110℃; for 24h; Friedlaender Quinoline Synthesis; Inert atmosphere;	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 24922-02-9
Ethyl 3-cyclopropyl-3-oxopropionate

: 1208990-49-1
2-cyclopropyl-[1,8]-naphthyridine-3-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydrogensulfate on silicagel In neat (no solvent) at 80℃; for 0.666667h; Friedlaender Quinoline Synthesis; Green chemistry;	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 2338-76-3
3-trifluoromethylphenylacetonitrile

: 1082325-94-7
3-[3-(trifluoromethyl)phenyl][1,8]naphthyridin-2-amine

Conditions

Conditions	Yield
With potassium hydroxide for 0.0416667h; Microwave irradiation;	98%

: 7521-41-7
2-Aminonicotinaldehyde

: 21190-93-2
1-(6-methoxypyridin-2-yl)ethan-1-one

: 2-(6-methoxypyridin-2-yl)-1,8-naphthyridine

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 60℃; for 4h; Inert atmosphere; Schlenk technique;	98%

2-Amino-3-pyridinecarboxaldehyde Chemical Properties

Molecular Formula: C₆H₆N₂O
Molecular Weight: 122.12
Index of Refraction: 1.652
Molar Refractivity: 35.33 cm³
Molar Volume: 96.6 cm³
Surface Tension: 63.1 dyne/cm
Density: 1.264 g/cm³
Flash Point: 129.6 °C
Enthalpy of Vaporization: 53.01 kJ/mol
Boiling Point: 290.7 °C at 760 mmHg
Vapour Pressure: 0.00204 mmHg at 25 °C
Melting point: 98-102 °C(lit.)
Storage tempreture: Refrigerator (+4 °C)
Water solubility: Insoluble
Sensitive: Air sensitive
Appearance: Yellow crystals
Structure of 2-Amino-3-formylpyridine (CAS NO.7521-41-7):

IUPAC Name: 2-Aminopyridine-3-carbaldehyde
Canonical SMILES: C1=CC(=C(N=C1)N)C=O
InChI: InChI=1S/C6H6N2O/c7-6-5(4-9)2-1-3-8-6/h1-4H,(H2,7,8)
InChIKey: NXMFJCRMSDRXLD-UHFFFAOYSA-N
Product Category of 2-Amino-3-formylpyridine (CAS NO.7521-41-7): pharmacetical;Pyridine series;Pyridines;Heterocyclic Building Blocks

2-Amino-3-pyridinecarboxaldehyde Toxicity Data With Reference

1、RTECS#: CAS# 7521-41-7: None listed
2、LD50/LC50: RTECS: Not available.
3、Carcinogenicity: 2-Amino-3-pyridinecarboxaldehyde - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4、Other: The toxicological properties have not been fully investigated.

2-Amino-3-pyridinecarboxaldehyde Consensus Reports

2-Amino-3-formylpyridine is reported in EPA TSCA Inventory.

2-Amino-3-pyridinecarboxaldehyde Safety Profile

Hazard Codes of 2-Amino-3-formylpyridine (CAS NO.7521-41-7): Irritant Xi, Harmful Xn
Risk Statements: 36/37/38-20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.

2-Amino-3-pyridinecarboxaldehyde Specification

2-Amino-3-formylpyridine , its cas register number is 7521-41-7. It also can be called 2-Aminonicotinaldehyde ; and 2-Amino-3-pyridinecarboxaldehyde . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately.
In addition, 2-Amino-3-formylpyridine (CAS NO.7521-41-7) should be exposured to air. It is not compatible with strong oxidizing agents, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: Nitrogen oxides, carbon monoxide, carbon dioxide.

Product Name

2-Amino-3-pyridinecarboxaldehyde

Synthetic route

2-Amino-3-pyridinecarboxaldehyde Chemical Properties

2-Amino-3-pyridinecarboxaldehyde Toxicity Data With Reference

2-Amino-3-pyridinecarboxaldehyde Consensus Reports

2-Amino-3-pyridinecarboxaldehyde Safety Profile

2-Amino-3-pyridinecarboxaldehyde Specification

Related Products

Hot Products