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3167-49-5

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3167-49-5 Usage

Chemical Properties

Light yellow Cryst

Uses

Different sources of media describe the Uses of 3167-49-5 differently. You can refer to the following data:
1. 6-Aminopyridine-3-carboxylic acid (6-Aminonicotinic acid) was used in the preparation of resin-bound 2-aminoazine.
2. Antiproliferative

Definition

ChEBI: An aminonicotinic acid in which the amino group is situated at position 6 of the pyridine ring.

General Description

Electrosynthesis of 6-aminopyridine-3-carboxylic acid (6-aminonicotinic acid) by electrochemical reduction of 2-amino-5-bromo and 2-amino-5-chloropyridine in the presence of CO2 at silver electrode has been reported.

Purification Methods

Crystallise the acid from aqueous acetic acid. Dry it in vacuo at 70o. [Beilstein 22 III/IV 6726.]

Check Digit Verification of cas no

The CAS Registry Mumber 3167-49-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,6 and 7 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3167-49:
(6*3)+(5*1)+(4*6)+(3*7)+(2*4)+(1*9)=85
85 % 10 = 5
So 3167-49-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H6N2O2/c7-5-2-1-4(3-8-5)6(9)10/h1-3H,(H2,7,8)(H,9,10)

3167-49-5 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (A11223)  6-Aminonicotinic acid, 98%   

  • 3167-49-5

  • 1g

  • 457.0CNY

  • Detail
  • Alfa Aesar

  • (A11223)  6-Aminonicotinic acid, 98%   

  • 3167-49-5

  • 5g

  • 1340.0CNY

  • Detail
  • Alfa Aesar

  • (A11223)  6-Aminonicotinic acid, 98%   

  • 3167-49-5

  • 25g

  • 3997.0CNY

  • Detail
  • Aldrich

  • (216879)  6-Aminopyridine-3-carboxylicacid  97%

  • 3167-49-5

  • 216879-1G

  • 382.59CNY

  • Detail
  • Aldrich

  • (216879)  6-Aminopyridine-3-carboxylicacid  97%

  • 3167-49-5

  • 216879-5G

  • 1,425.06CNY

  • Detail

3167-49-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-aminonicotinic acid

1.2 Other means of identification

Product number -
Other names 5-carboxy-2-aminopyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3167-49-5 SDS

3167-49-5Synthetic route

2,2-dimethyl-3-(5-cyanopyrid-2-yl)-4-oxo-4H-1,3-benzoxazine
74405-04-2

2,2-dimethyl-3-(5-cyanopyrid-2-yl)-4-oxo-4H-1,3-benzoxazine

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With hydrogenchloride for 6h; Heating;88%
5-chloro-2-pyridylamine
1072-98-6

5-chloro-2-pyridylamine

carbon dioxide
124-38-9

carbon dioxide

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 5℃; under 760 Torr; Electrochemical reaction;78%
6-(acetylamino)pyridine-3-carboxylic acid
21550-48-1

6-(acetylamino)pyridine-3-carboxylic acid

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With water; sodium hydroxide for 6h; Reflux;46%
With sodium hydroxide
Multi-step reaction with 5 steps
1: methanol; HCl
2: acetic acid
3: concentrated aqueous NH3
4: concentrated aqueous NH3 / 130 °C
5: aqueous NaOH
View Scheme
ethyl-6-amino-nicotinate
39658-41-8

ethyl-6-amino-nicotinate

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With water; sodium hydroxide In methanol at 20℃; for 18h;33%
6-aminonicotinonitrile
4214-73-7

6-aminonicotinonitrile

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With hydrogenchloride at 160℃; im Rohr;
6-Chloro-3-pyridinecarboxylic acid
5326-23-8

6-Chloro-3-pyridinecarboxylic acid

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With ammonia at 170℃;
6-aminonicotinic amide
329-89-5

6-aminonicotinic amide

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With sodium hydroxide
6-methoxycarbonylamino-nicotinic acid methyl ester

6-methoxycarbonylamino-nicotinic acid methyl ester

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With hydrogenchloride; acetic acid
1-(5-Carboxy-2-pyridyl)-2-pyridon-3-carbonsaeure
117638-64-9

1-(5-Carboxy-2-pyridyl)-2-pyridon-3-carbonsaeure

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With base
With hydrogenchloride; sodium hydroxide 1.) heating; Multistep reaction;
nicotinyl 6-aminonicotinate

nicotinyl 6-aminonicotinate

A

3-hydroxymethylpyridin
100-55-0

3-hydroxymethylpyridin

B

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With phosphate buffer In water at 65℃; Rate constant; Thermodynamic data; pH 5.17, ΔS, activation energy, other pH, solvent effect;
6-Chloro-3-pyridinecarboxylic acid
5326-23-8

6-Chloro-3-pyridinecarboxylic acid

ammonium hydroxide

ammonium hydroxide

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
at 170℃;
5-chloro-2-nitropyridine
52092-47-4

5-chloro-2-nitropyridine

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / hydrogen; sulfuric acid / ethanol / 25 °C / Electrochemical reaction
2: 78 percent / Bu4NI / dimethylformamide / 5 °C / 760 Torr / Electrochemical reaction
View Scheme
nicotinic acid
59-67-6

nicotinic acid

phenyl-β-pyridyl ketone

phenyl-β-pyridyl ketone

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / 30percent H2O2 / acetic acid / 3 h / 90 °C
3: base
View Scheme
Nicotinic acid N-oxide
2398-81-4

Nicotinic acid N-oxide

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: base
View Scheme
Multi-step reaction with 2 steps
1: POCl3 / dimethylformamide
2: 1.) conc. NaOH solution, 2.) aq. HCl / 1.) heating
View Scheme
3-cyanopyridine N-oxide
14906-64-0

3-cyanopyridine N-oxide

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 23 percent / CHCl3 / 4 h / Heating
2: 88 percent / conc. HCl / 6 h / Heating
View Scheme
(5-methyl-pyridin-2-yl)amine
1603-41-4

(5-methyl-pyridin-2-yl)amine

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid
2: aqueous KMnO4
3: aqueous NaOH
View Scheme
Multi-step reaction with 7 steps
1: acetic acid
2: aqueous KMnO4
3: methanol; HCl
4: acetic acid
5: concentrated aqueous NH3
6: concentrated aqueous NH3 / 130 °C
7: aqueous NaOH
View Scheme
N-(5-methylpyridin-2-yl)acetamide
4931-47-9

N-(5-methylpyridin-2-yl)acetamide

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous KMnO4
2: aqueous NaOH
View Scheme
Multi-step reaction with 6 steps
1: aqueous KMnO4
2: methanol; HCl
3: acetic acid
4: concentrated aqueous NH3
5: concentrated aqueous NH3 / 130 °C
6: aqueous NaOH
View Scheme
methyl 6-aminonicotinoate
36052-24-1

methyl 6-aminonicotinoate

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: acetic acid
2: concentrated aqueous NH3
3: concentrated aqueous NH3 / 130 °C
4: aqueous NaOH
View Scheme
6-acetamide-nicotinic acid methyl ester
98953-23-2

6-acetamide-nicotinic acid methyl ester

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: concentrated aqueous NH3
2: concentrated aqueous NH3 / 130 °C
3: aqueous NaOH
View Scheme
dimethyl 2,5-pyridine dicarboxylate
881-86-7

dimethyl 2,5-pyridine dicarboxylate

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: methanol; N2H4+H2O
2: aqueous HCl; aqueous NaNO2
3: methanol
4: acetic acid; concentrated aqueous HCl
View Scheme
6-hydrazinocarbonyl-nicotinic acid methyl ester
512782-63-7

6-hydrazinocarbonyl-nicotinic acid methyl ester

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous HCl; aqueous NaNO2
2: methanol
3: acetic acid; concentrated aqueous HCl
View Scheme
6-azidocarbonyl-nicotinic acid methyl ester

6-azidocarbonyl-nicotinic acid methyl ester

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol
2: acetic acid; concentrated aqueous HCl
View Scheme
6-acetylamino-nicotinic acid amide
77837-05-9

6-acetylamino-nicotinic acid amide

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated aqueous NH3 / 130 °C
2: aqueous NaOH
View Scheme
6-chloro-3-pyridinecarboxamide
6271-78-9

6-chloro-3-pyridinecarboxamide

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: concentrated aqueous NH3 / 170 °C
2: aqueous NaOH
View Scheme
6-hydroxy-3-pyridinecarboxylic acid
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

acetonitrile
75-05-8

acetonitrile

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With potassium hydroxide; acetic anhydride; triethylamine
benzyl 6-aminopyridine-3-carboxylate
935687-49-3

benzyl 6-aminopyridine-3-carboxylate

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃;
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate

potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate

imidazo[1,2-a]pyridine-3,6-dicarboxylic acid ethyl ester
936637-98-8

imidazo[1,2-a]pyridine-3,6-dicarboxylic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid In ethanol at 0℃; for 18h; Heating / reflux;100%
methanol
67-56-1

methanol

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

methyl 6-aminonicotinoate
36052-24-1

methyl 6-aminonicotinoate

Conditions
ConditionsYield
With hydrogenchloride for 18h; Reflux;98%
With thionyl chloride at 80℃; for 12h; Inert atmosphere;89%
With sulfuric acid at 0 - 80℃;81.5%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

ethanol
64-17-5

ethanol

ethyl-6-amino-nicotinate
39658-41-8

ethyl-6-amino-nicotinate

Conditions
ConditionsYield
Stage #1: 6-aminonicotinic acid; ethanol With thionyl chloride for 72h; Heating;
Stage #2: With sodium hydroxide In methanol for 1h;
97%
Stage #1: 6-aminonicotinic acid; ethanol With thionyl chloride at 60℃; for 18h; Heating / reflux;
Stage #2: With sodium hydrogencarbonate
95.8%
Stage #1: 6-aminonicotinic acid; ethanol With thionyl chloride at 0℃; Reflux;
Stage #2: With sodium carbonate In water pH=9;
94%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

1-amino-4-[(tert-butyloxycarbonyl)amino]butane
68076-36-8

1-amino-4-[(tert-butyloxycarbonyl)amino]butane

tert-butyl (4-(6-aminonicotinamido)butyl)carbamate

tert-butyl (4-(6-aminonicotinamido)butyl)carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;97%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

6-(1H-tetrazol-1-yl)nicotinic acid
299918-69-7

6-(1H-tetrazol-1-yl)nicotinic acid

Conditions
ConditionsYield
With sodium azide In neat (no solvent) at 90℃; for 0.7h; Reagent/catalyst; Green chemistry;95%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

acetic anhydride
108-24-7

acetic anhydride

6-(acetylamino)pyridine-3-carboxylic acid
21550-48-1

6-(acetylamino)pyridine-3-carboxylic acid

Conditions
ConditionsYield
In pyridine at 130℃; for 24h; Acetylation;92%
With pyridine at 130℃; for 16h;71%
With pyridine at 20 - 130℃;49%
With pyridine at 140℃; for 24h; Acidic aqueous solution;26%
With pyridine at 20 - 80℃; for 72h;22%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

ethyl-6-amino-nicotinate
39658-41-8

ethyl-6-amino-nicotinate

Conditions
ConditionsYield
In ethanol92%
In hydrogenchloride; ethanol; ethyl acetate
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

6-amino-N-methoxy-N-methylpyridine-3-carboxamide
1097210-47-3

6-amino-N-methoxy-N-methylpyridine-3-carboxamide

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 20℃;92%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃;
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 16h;0.61 g
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

N-(tert-butoxycarbonyl)-1,7-heptanediamine
99733-18-3

N-(tert-butoxycarbonyl)-1,7-heptanediamine

tert-butyl (7-(6-aminonicotinamido)heptyl)carbamate

tert-butyl (7-(6-aminonicotinamido)heptyl)carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;91%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

6-aminonicotinic acid monophosphate

6-aminonicotinic acid monophosphate

Conditions
ConditionsYield
With phosphoric acid In methanol at 20℃; for 0.333333h;90%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

2-amino-3,4,5,6-tetrahydropyridine-5-carboxylic acid hydrochloride

2-amino-3,4,5,6-tetrahydropyridine-5-carboxylic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; platinum(IV) oxide In ethanol under 1499.7 Torr; for 2h; Ambient temperature;89.7%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

(E)-diethyl 1-((4,8-dimethylnona-3,7-dienyl)(ethoxy)phosphoryl)vinylphosphonate
1240313-14-7

(E)-diethyl 1-((4,8-dimethylnona-3,7-dienyl)(ethoxy)phosphoryl)vinylphosphonate

C25H42N2O7P2
1240313-16-9

C25H42N2O7P2

Conditions
ConditionsYield
In toluene at 50℃; for 5h;85%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

2-{[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}-N-methyl-N-[3-(methylamino)propyl]acetamide
1246246-70-7

2-{[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}-N-methyl-N-[3-(methylamino)propyl]acetamide

6-amino-N-(3-[(([(2S)-1'-{2-[(5R)-3-[3,5-bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy)acetyl)(methyl)amino]propyl)-N-methylnicotinamide
1246246-89-8

6-amino-N-(3-[(([(2S)-1'-{2-[(5R)-3-[3,5-bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy)acetyl)(methyl)amino]propyl)-N-methylnicotinamide

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃;85%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

6-amino-nicotinic acid ; nitrate

6-amino-nicotinic acid ; nitrate

Conditions
ConditionsYield
With nitric acid In methanol at 20℃; for 0.333333h;85%
4-ethylpiperazine
5308-25-8

4-ethylpiperazine

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

(6-aminopyridin-3-yl)(4-ethylpiperazin-1-yl)methanone

(6-aminopyridin-3-yl)(4-ethylpiperazin-1-yl)methanone

Conditions
ConditionsYield
Stage #1: 6-aminonicotinic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 70℃; for 1.16667h;
Stage #2: 4-ethylpiperazine In N,N-dimethyl-formamide at 20℃;
85%
Stage #1: 6-aminonicotinic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 20 - 70℃; for 1.16667h;
Stage #2: 4-ethylpiperazine In N,N-dimethyl-formamide at 20℃;
85%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

N-Boc-1,3-diaminopropane
75178-96-0

N-Boc-1,3-diaminopropane

tert-butyl (3-(6-aminonicotinamido)propyl)carbamate

tert-butyl (3-(6-aminonicotinamido)propyl)carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;85%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

tert-butyl N-(6-aminohexyl)carbamate
51857-17-1

tert-butyl N-(6-aminohexyl)carbamate

tert-butyl (6-(6-aminonicotinamido)hexyl)carbamate

tert-butyl (6-(6-aminonicotinamido)hexyl)carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;85%
2-chloroethanal
107-20-0

2-chloroethanal

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

imidazo[1,2-a]pyridin-6-carboxylic acid hydrochloride salt
1314777-15-5

imidazo[1,2-a]pyridin-6-carboxylic acid hydrochloride salt

Conditions
ConditionsYield
In ethanol for 8h; Reflux;82%
In ethanol for 8h; Reflux;82%
In ethanol for 8h; Reflux;82%
In ethanol for 8h; Reflux;82%
2-chloroethanal
107-20-0

2-chloroethanal

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

imidazo[1,2-a]pyridine-6-carboxylic acid hydrochloride

imidazo[1,2-a]pyridine-6-carboxylic acid hydrochloride

Conditions
ConditionsYield
In ethanol for 8h; Reflux;82%
In ethanol for 8h; Reflux;82%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

1,3,5-triethyl-2,4,6-tris(aminomethyl)benzene
149525-65-5

1,3,5-triethyl-2,4,6-tris(aminomethyl)benzene

C33H39N9O3

C33H39N9O3

Conditions
ConditionsYield
Stage #1: 6-aminonicotinic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In N,N-dimethyl-formamide for 0.0833333h;
Stage #2: 1,3,5-triethyl-2,4,6-tris(aminomethyl)benzene With triethylamine In dichloromethane at 20℃; for 2h;
82%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

(1R,3S)-N1-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-yl)cyclohexane-1,3-diamine hydrochloride

(1R,3S)-N1-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-yl)cyclohexane-1,3-diamine hydrochloride

6-amino-N-((1S,3R)-3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)cyclohexyl)nicotinamide

6-amino-N-((1S,3R)-3-(5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-ylamino)cyclohexyl)nicotinamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 24h;81%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

C6H6N2O2*BrH

C6H6N2O2*BrH

Conditions
ConditionsYield
With hydrogen bromide In methanol at 20℃; for 0.333333h;80%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

6,6-difluoro-5-methyl-5-hexenyl methanesulfonate
509101-25-1

6,6-difluoro-5-methyl-5-hexenyl methanesulfonate

6,6-difluoro-5-methyl-5-hexenyl 6-aminonicotinate

6,6-difluoro-5-methyl-5-hexenyl 6-aminonicotinate

Conditions
ConditionsYield
With sodium hydrogencarbonate In DMF (N,N-dimethyl-formamide) at 100℃; for 3h;78%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

6-[2-(2-benzyl-3-oxo-2,3-dihydro-1H-isoindol-1-ylsulfanyl)-acetylamino]-nicotinic acid

6-[2-(2-benzyl-3-oxo-2,3-dihydro-1H-isoindol-1-ylsulfanyl)-acetylamino]-nicotinic acid

Conditions
ConditionsYield
Stage #1: 3-(carboxymethylthio)-2,3-dihydro-2-(phenylmethyl)-1H-isoindol-1-one With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 0.5h;
Stage #2: 6-aminonicotinic acid With pyridine In tetrahydrofuran; dichloromethane at 20℃; for 4h;
77%
morpholine
110-91-8

morpholine

6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

(6-aminopyridin-3-yl)(morpholin-4-yl)methanone
827587-90-6

(6-aminopyridin-3-yl)(morpholin-4-yl)methanone

Conditions
ConditionsYield
Stage #1: 6-aminonicotinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.5h;
Stage #2: morpholine With pyridine In dichloromethane at 0 - 20℃;
Stage #3: With ethylenediamine In ethanol; dichloromethane for 0.5h; Reflux;
72.5%
With triethylamine; 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℃;66%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In ethanol for 18h;30%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

1-methyl-2-(methylaminomethyl)-1H-indole
3514-15-6

1-methyl-2-(methylaminomethyl)-1H-indole

6-amino-N-methyl-N-(1-methyl-1H-indol-2-ylmethyl)-nicotinamide

6-amino-N-methyl-N-(1-methyl-1H-indol-2-ylmethyl)-nicotinamide

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In dichloromethane; N,N-dimethyl-formamide for 16h;72%
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

(6-amino-3-pyridinyl)methanol
113293-71-3

(6-amino-3-pyridinyl)methanol

Conditions
ConditionsYield
Stage #1: 6-aminonicotinic acid With ethanol; sulfuric acid for 16h; Heating / reflux;
Stage #2: With sodium carbonate In ethanol; water
Stage #3: With sodium hydroxide; lithium aluminium tetrahydride; water more than 3 stages;
72%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃;
Stage #1: 6-aminonicotinic acid With borane-THF In tetrahydrofuran for 4h; Heating / reflux;
Stage #2: With hydrogenchloride; methanol; water In tetrahydrofuran at 80℃; for 1h;
Stage #3: With sodium hydroxide; water In tetrahydrofuran; methanol
6-aminonicotinic acid
3167-49-5

6-aminonicotinic acid

tert-butylamine
75-64-9

tert-butylamine

C10H15N3O

C10H15N3O

Conditions
ConditionsYield
Stage #1: 6-aminonicotinic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0℃; for 0.25h;
Stage #2: tert-butylamine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4h;
71%

3167-49-5Relevant articles and documents

Electrocatalytic carboxylation of 2-amino-5-bromopyridine with CO 2 in ionic liquid 1-butyl-3-methyllimidazoliumtetrafluoborate to 6-aminonicotinic acid

Feng, Qiuju,Huang, Kelong,Liu, Suqin,Wang, Xuanyun

, p. 5741 - 5745 (2010)

A new electrochemical procedure for the electrocatalytic carboxylation of 2-amino-5-bromopyridine with CO2 in ionic liquid, 1-butyl-3-methyllimidazolium tetrafluoborate (BMIMBF4), to 6-aminonicotinic acid was investigated for the first time. The experiments were carried out in three electrodes undivided cell under mild conditions, and the use of volatile and toxic solvents and catalysts, as well as any other additional supporting electrolytes, was avoided. The electrochemical reduction behavior of 2-amino-5-bromopyridine in BMIMBF4 had been studied by cyclic voltammetry with a reduction peak at-1.6V (vs. Ag). 6-Aminonicotinic acid was obtained in 75% yield and 100% selectivity, under the optimized condition. Moreover, the ionic liquid was successfully recycled.

COMPOUNDS AND METHODS FOR TREATING CANCER

-

Paragraph 0190; 0375, (2020/12/19)

Substituted cinnamamide compounds and analogs, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds to treat, prevent or ameliorate cancer are provided.

Electroorganic synthesis of 6-aminonicotinic acid from 2-amino-5-chloropyridine

Ramesh Raju,Krishna Mohan,Jayarama Reddy

, p. 4133 - 4135 (2007/10/03)

A synthesis of 6-aminonicotinic acid by electrochemical hydrogenation of 5-chloro-2-nitropyridine and electrochemical carboxylation of 2-amino-5-chloropyridine at a cathode surface in the presence of sulphuric acid and carbon dioxide in a dimethylformamide (DMF) solution at an apparent current density of 10 mA/cm2 using an undivided cell with good yields is reported.

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