Product Name

  • Name

    Methyl 3-amino-2-pyrazinecarboxylate

  • EINECS 240-387-5
  • CAS No. 16298-03-6
  • Article Data29
  • CAS DataBase
  • Density 1.319 g/cm3
  • Solubility
  • Melting Point 169-172 °C(lit.)
  • Formula C6H7N3O2
  • Boiling Point 300.8 °C at 760 mmHg
  • Molecular Weight 153.14
  • Flash Point 135.7 °C
  • Transport Information
  • Appearance yellow crystalline powder
  • Safety 22-24/25-37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 16298-03-6 (Methyl 3-amino-2-pyrazinecarboxylate)
  • Hazard Symbols IrritantXi
  • Synonyms 2-Pyrazinecarboxylicacid, 3-amino-, methyl ester;Pyrazinoic acid, 3-amino-, methylester (6CI);3-Aminopyrazine-2-carboxylicacid methyl ester;Methyl3-aminopyrazine-2-carboxylate;
  • PSA 78.10000
  • LogP 0.42660

Synthetic route

methanol
67-56-1

methanol

3-aminopyrazinoic acid
5424-01-1

3-aminopyrazinoic acid

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

Conditions
ConditionsYield
With chlorosulfonic acid In methanol at 20℃; for 16h;80%
With sulfuric acid80%
With sulfuric acid at 20℃; Cooling with ice;76%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

pyruvic acid methyl ester
600-22-6

pyruvic acid methyl ester

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide; iron(II) sulfate 1) -10 deg C, 2) 30 min, 0 deg C, 3) 30 min, room temperature;72%
3-aminopyrazinoic acid
5424-01-1

3-aminopyrazinoic acid

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol; sulfuric acid; water63%
2,3,4,5-tetrahydro-6-methoxypyridine
5693-62-9

2,3,4,5-tetrahydro-6-methoxypyridine

3-aminopyrazinoic acid
5424-01-1

3-aminopyrazinoic acid

A

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

B

5,6,7,8-Tetrahydro-1,4,8a,10-tetraaza-anthracen-9-one
35982-77-5

5,6,7,8-Tetrahydro-1,4,8a,10-tetraaza-anthracen-9-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 2h; Heating; Yields of byproduct given;A n/a
B 12 % Turnov.
...Expand
O-methylcaprolactim
2525-16-8

O-methylcaprolactim

3-aminopyrazinoic acid
5424-01-1

3-aminopyrazinoic acid

A

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

B

7,8,9,10-Tetrahydro-6H-1,4,5,10a-tetraaza-cyclohepta[b]naphthalen-11-one
36120-38-4

7,8,9,10-Tetrahydro-6H-1,4,5,10a-tetraaza-cyclohepta[b]naphthalen-11-one

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 2h; Heating; Yields of byproduct given;A n/a
B 17 % Turnov.
...Expand
methyl chloroformate
79-22-1

methyl chloroformate

1,1,1-triphenyl-N-(pyrazin-2-yl)-λ5-phosphanimine
69982-02-1

1,1,1-triphenyl-N-(pyrazin-2-yl)-λ5-phosphanimine

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

Conditions
ConditionsYield
With hydrogenchloride; triethylamine 1.) benzene, 80 deg C, 20 min, 2.) ethanol, water, 78 deg C, 6 h; Yield given. Multistep reaction;
3-Azidocarbonyl-pyrazine-2-carboxylic acid methyl ester
1027511-72-3

3-Azidocarbonyl-pyrazine-2-carboxylic acid methyl ester

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

Conditions
ConditionsYield
In benzene for 24h; Heating;99.0 g
3-(chlorocarbonyl)pyrazinecarboxylic acid, methyl ester
175231-47-7

3-(chlorocarbonyl)pyrazinecarboxylic acid, methyl ester

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaN3 / H2O; acetone / 18 h / 0 °C
2: 99.0 g / benzene / 24 h / Heating
View Scheme
3-[(methyloxy)carbonyl]-2-pyrazinecarboxylic acid
73763-86-7

3-[(methyloxy)carbonyl]-2-pyrazinecarboxylic acid

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SOCl2 / CHCl3; dimethylformamide / 4 h / Heating
2: NaN3 / H2O; acetone / 18 h / 0 °C
3: 99.0 g / benzene / 24 h / Heating
View Scheme
3-aminopyrazinoic acid
5424-01-1

3-aminopyrazinoic acid

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

Conditions
ConditionsYield
In methanol; toluene at 0℃; for 0.5h;
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

methyl 3-amino-6-bromopyrazine-2-carboxylate
6966-01-4

methyl 3-amino-6-bromopyrazine-2-carboxylate

Conditions
ConditionsYield
With N-Bromosuccinimide In acetonitrile for 2h; Heating / reflux;100%
With bromine; acetic acid In water94%
Stage #1: Methyl 3-amino-2-pyrazinecarboxylate With bromine; acetic acid at 45℃; for 0.833333h;
Stage #2: With water at 20℃; for 0.5h;		94%
propylamine
107-10-8

propylamine

Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

3-Amino-pyrazine-2-carboxylic acid propylamide
211228-82-9

3-Amino-pyrazine-2-carboxylic acid propylamide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene Ambient temperature;100%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

SEC-BUTYLAMINE
33966-50-6

SEC-BUTYLAMINE

3-Amino-pyrazine-2-carboxylic acid sec-butylamide
211228-64-7

3-Amino-pyrazine-2-carboxylic acid sec-butylamide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene Ambient temperature;100%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

1-amino-2-propene
107-11-9

1-amino-2-propene

N-Allyl-3-aminopyrazine-2-carboxamide
211228-75-0

N-Allyl-3-aminopyrazine-2-carboxamide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 4h; Ambient temperature;100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 4h; Ambient temperature; Yield given;
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

triphenylphosphine
603-35-0

triphenylphosphine

Methyl 2-(triphenylphosphoranylidene)aminopyrazine-3-carboxylate
157731-12-9

Methyl 2-(triphenylphosphoranylidene)aminopyrazine-3-carboxylate

Conditions
ConditionsYield
With hexachloroethane; triethylamine In benzene for 3h; Heating;99%
With hexachloroethane; triethylamine In benzene for 5h; Heating;96%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

3-amino-6-chloropyrazine-2-carboxylic acid methyl ester
1458-03-3

3-amino-6-chloropyrazine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With N-chloro-succinimide In N,N-dimethyl-formamide at 80℃; for 24h;98.1%
With N-chloro-succinimide In acetonitrile at 82℃; for 12h;92%
With N-chloro-succinimide In N,N-dimethyl-formamide at 20 - 80℃;92%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

3-amino-pyrazine-2-carbohydrazide
6761-52-0

3-amino-pyrazine-2-carbohydrazide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 60℃; for 2h; Inert atmosphere;97%
With hydrazine hydrate In ethanol at 20 - 60℃; for 2h;97%
With hydrazine hydrate In ethanol at 20 - 60℃; for 2h; Inert atmosphere;97%
With hydrazine hydrate In ethanol for 4h; Reflux;92%
With hydrazine hydrate
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

4-methyl-1-naphthalenecarbonyl chloride
87700-67-2

4-methyl-1-naphthalenecarbonyl chloride

methyl 3-{bis[(4-methylnaphthalen-1-yl)carbonyl]amino}pyrazine-2-carboxylate
1416989-76-8

methyl 3-{bis[(4-methylnaphthalen-1-yl)carbonyl]amino}pyrazine-2-carboxylate

Conditions
ConditionsYield
With pyridine; dmap In chloroform at 50℃; for 20h; Reflux;97%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

3-[Bis-(4-methoxy-benzoyl)-amino]-pyrazine-2-carboxylic acid methyl ester
155513-75-0

3-[Bis-(4-methoxy-benzoyl)-amino]-pyrazine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With pyridine at 50℃; for 8h;95%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

m-chlorophenyl isocyanate
2909-38-8

m-chlorophenyl isocyanate

3-(m-chloro)phenyl-2,4(1H,3H)-pteridinedione

3-(m-chloro)phenyl-2,4(1H,3H)-pteridinedione

Conditions
ConditionsYield
In pyridine for 6h; Heating;94%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

3-aminopyrazine-2-carboxamide
32587-10-3

3-aminopyrazine-2-carboxamide

Conditions
ConditionsYield
With ammonia In water at 20℃; for 12h;92%
With ammonia at 20℃; for 10h;90.6%
With ammonia In water at 60℃; for 3h;82%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

methyl 3-amino-6-iodopyrazine-2-carboxylate
1458-16-8

methyl 3-amino-6-iodopyrazine-2-carboxylate

Conditions
ConditionsYield
With N-iodo-succinimide In dimethyl sulfoxide at 70℃; for 48h; Inert atmosphere; regioselective reaction;92%
With N-iodo-succinimide In N,N-dimethyl-formamide at 20 - 65℃;88%
With N-iodo-succinimide In N,N-dimethyl-formamide at 20 - 65℃; for 25h;88%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

phenethylamine
64-04-0

phenethylamine

3-amino-N-phenethylpyrazine-2-carboxamide

3-amino-N-phenethylpyrazine-2-carboxamide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20 - 25℃; Inert atmosphere;91%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

isopropylamine
75-31-0

isopropylamine

3-amino-pyrazine-2-carboxylic acid isopropylamide
211228-86-3

3-amino-pyrazine-2-carboxylic acid isopropylamide

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene Ambient temperature;90%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

methyl 3-(4-fluoro-N-(4-fluorobenzoyl)benzamido)pyrazine-2-carboxylate
1123784-16-6

methyl 3-(4-fluoro-N-(4-fluorobenzoyl)benzamido)pyrazine-2-carboxylate

Conditions
ConditionsYield
With pyridine at 70℃; for 2.08h;90%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

S,S-dimethyl-N-(3-carbomethoxypyrazin-2-yl)sulfilimine
86536-73-4

S,S-dimethyl-N-(3-carbomethoxypyrazin-2-yl)sulfilimine

Conditions
ConditionsYield
With trifluoroacetic anhydride In dichloromethane at -78 - -55℃; for 3h; Product distribution; Preparation of sulfilimines (iminosulfuranes) with in situ obtained dimethyl sulfide ditriflate;85%
With trifluoroacetic anhydride In dichloromethane at -78 - -55℃; for 3h;85%
With trifluoromethanesulfonic acid anhydride 1.) CH2Cl2, -78 deg C; 2.) -78 deg C, 2 h and -55 deg C, 1 h; Yield given. Multistep reaction;
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

4-Methoxyphenyl isocyanate
5416-93-3

4-Methoxyphenyl isocyanate

3-p-anisyl-2,4(1H,3H)-pteridinedione

3-p-anisyl-2,4(1H,3H)-pteridinedione

Conditions
ConditionsYield
In pyridine for 3h; Heating;84%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

3-aminopyrazinoic acid
5424-01-1

3-aminopyrazinoic acid

Conditions
ConditionsYield
With lithium hydroxide In methanol; water for 2h; Reflux;83%
With water; sodium hydroxide In methanol at 20℃; for 0.833333h; Inert atmosphere;1.48 g
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

methylhydrazine
60-34-4

methylhydrazine

3-aminopyrazinecarboxylic acid 2-methylhydrazide
22918-45-2

3-aminopyrazinecarboxylic acid 2-methylhydrazide

Conditions
ConditionsYield
In 1,4-dioxane; ethanol for 4h; Reflux;82%
In 1,2-dimethoxyethane for 24h; Heating;71%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

Ethoxycarbonyl isothiocyanate
16182-04-0

Ethoxycarbonyl isothiocyanate

methyl 3-(3-(ethoxycarbonyl)thioureido)pyrazine-2-carboxylate

methyl 3-(3-(ethoxycarbonyl)thioureido)pyrazine-2-carboxylate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 18h; Inert atmosphere;82%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

phenyl isocyanate
103-71-9

phenyl isocyanate

3-phenyl-2,4(1H,3H)-pteridinedione
25379-87-7

3-phenyl-2,4(1H,3H)-pteridinedione

Conditions
ConditionsYield
In pyridine for 2h; Heating;81%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-di-(tert-butoxycarbonyl)amino-pyrazine-2-carboxylic acid methyl ester
908833-92-1

3-di-(tert-butoxycarbonyl)amino-pyrazine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With dmap In dichloromethane for 4h; Heating / reflux;81%
With dmap In dichloromethane for 48h; Inert atmosphere;
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

4-chloro-benzoyl chloride
122-01-0

4-chloro-benzoyl chloride

3-[Bis-(4-chloro-benzoyl)-amino]-pyrazine-2-carboxylic acid methyl ester
155513-72-7

3-[Bis-(4-chloro-benzoyl)-amino]-pyrazine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With pyridine at 50℃; for 4h;80%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

3-[Bis-(4-nitro-benzoyl)-amino]-pyrazine-2-carboxylic acid methyl ester
155513-76-1

3-[Bis-(4-nitro-benzoyl)-amino]-pyrazine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With pyridine at 50℃; for 2h;80%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

5-(3-fluoro-4-methoxyphenyl)thianthreniumyl perchlorate

5-(3-fluoro-4-methoxyphenyl)thianthreniumyl perchlorate

9-fluoro-8-methoxy-5H-pyrazino[2,3-b]quinolin-10-one

9-fluoro-8-methoxy-5H-pyrazino[2,3-b]quinolin-10-one

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran; n-heptan1ol; ethylbenzene for 3h;76%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

ethyl chlorocarbonylacetate
36239-09-5

ethyl chlorocarbonylacetate

ethyl 8-hydroxy-6-oxo-5,6-dihydropyrido[2,3-b]pyrazine-7-carboxylate
948915-52-4

ethyl 8-hydroxy-6-oxo-5,6-dihydropyrido[2,3-b]pyrazine-7-carboxylate

Conditions
ConditionsYield
Stage #1: Methyl 3-amino-2-pyrazinecarboxylate; ethyl chlorocarbonylacetate With triethylamine In dichloromethane at 20℃;
Stage #2: With sodium ethanolate In ethanol at 20℃; for 2h;
Stage #3: With hydrogenchloride In ethanol; water		73%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

3-[Bis-(2-methyl-benzoyl)-amino]-pyrazine-2-carboxylic acid methyl ester
155513-74-9

3-[Bis-(2-methyl-benzoyl)-amino]-pyrazine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With pyridine at 50℃; for 8h;72%
Methyl 3-amino-2-pyrazinecarboxylate
16298-03-6

Methyl 3-amino-2-pyrazinecarboxylate

3-tolyl isocyanate
621-29-4

3-tolyl isocyanate

3-m-tolyl-2,4(1H,3H)-pteridinedione

3-m-tolyl-2,4(1H,3H)-pteridinedione

Conditions
ConditionsYield
In pyridine for 5h; Heating;71%

Methyl 3-amino-2-pyrazinecarboxylate Chemical Properties

Molecular Structure of Methyl 3-amino-2-pyrazinecarboxylate (CAS NO.162887-23-2):

IUPAC Name: methyl 3-aminopyrazine-2-carboxylate
Empirical Formula: C6H7N3O2
Molecular Weight: 153.1387
H bond acceptors: 5
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 55.32 Å2
Index of Refraction: 1.576
Surface Tension: 62.4 dyne/cm
Density: 1.319 g/cm3
Flash Point: 135.7 °C
Enthalpy of Vaporization: 54.09 kJ/mol
Boiling Point: 300.8 °C at 760 mmHg
Vapour Pressure: 0.0011 mmHg at 25°C
Melting Point:169-172 °C(lit.)
InChI
InChI=1/C6H7N3O2/c1-11-6(10)4-5(7)9-3-2-8-4/h2-3H,1H3,(H2,7,9)
Smiles
c1(C(=O)OC)c(nccn1)N
Product Categories: Pyrazines; Heterocyclic Compounds; Chemical Amines; Pyrazinecarboxylic Acid & Derivatives; Pyrazine; Amines; Heterocycles; Building Blocks; Heterocyclic Building Blocks

Methyl 3-amino-2-pyrazinecarboxylate Safety Profile

Hazard Codes: IrritantXi
The Risk Statements information of  Methyl 3-Amino-2-Pyrazinecarboxylate (CAS NO.16298-03-6):
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of  Methyl 3-Amino-2-Pyrazinecarboxylate (CAS NO.16298-03-6):
22:  Do not breathe dust 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
24/25:  Avoid contact with skin and eyes 
37/39:  Wear suitable gloves and eye/face protection 
WGK Germany: 3
HazardClass: irritant

Methyl 3-amino-2-pyrazinecarboxylate Specification

 Methyl 3-amino-2-pyrazinecarboxylate , its cas register number is 16298-03-6. It also can be called Methyl 2-aminopyrazine-3-carboxylate ; methyl 3-amino-2-pyrazinecarboxylate ; methyl 3-aminopyrazine-2-carboxylate ; 3-aminopyrazine-2-carboxylic acid methyl ester ; methyl 3-aminopyrazinecarboxylate and so on. It is a yellow crystalline powder.

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