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5049-61-6 Usage

Uses

2-Aminopyrazine acts as a raw material in a four-component synthesis of imidazolidines. It is also used as an intermediate in synthetic chemistry. In addition, 2-aminopyrazine can be reacted with α-ketohydroximoyl chlorides to form 3-nitrosoimidazo[1,2-a]pyrazines.

Application

2-Aminopyrazine is a synthetic intermediate useful for pharmaceutical synthesis. It is used to synthesize favipiravir and substrate in a four-component synthesis of imidazolidines.

Check Digit Verification of cas no

The CAS Registry Mumber 5049-61-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,0,4 and 9 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5049-61:
(6*5)+(5*0)+(4*4)+(3*9)+(2*6)+(1*1)=86
86 % 10 = 6
So 5049-61-6 is a valid CAS Registry Number.
InChI:InChI=1/C4H5N3/c5-4-3-6-1-2-7-4/h1-3H,(H2,5,7)

5049-61-6 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (A0989)  2-Aminopyrazine  >98.0%(GC)(T)

  • 5049-61-6

  • 5g

  • 290.00CNY

  • Detail
  • TCI America

  • (A0989)  2-Aminopyrazine  >98.0%(GC)(T)

  • 5049-61-6

  • 25g

  • 890.00CNY

  • Detail
  • Alfa Aesar

  • (A13052)  2-Aminopyrazine, 99%   

  • 5049-61-6

  • 5g

  • 489.0CNY

  • Detail
  • Alfa Aesar

  • (A13052)  2-Aminopyrazine, 99%   

  • 5049-61-6

  • 25g

  • 1790.0CNY

  • Detail
  • Alfa Aesar

  • (A13052)  2-Aminopyrazine, 99%   

  • 5049-61-6

  • 50g

  • 3380.0CNY

  • Detail
  • Aldrich

  • (A76958)  Aminopyrazine  98%

  • 5049-61-6

  • A76958-10G

  • 544.05CNY

  • Detail
  • Aldrich

  • (A76958)  Aminopyrazine  98%

  • 5049-61-6

  • A76958-50G

  • 1,882.53CNY

  • Detail
  • Fluka

  • (89132)  Aminopyrazine  matrix substance for MALDI-MS, ≥99.0% (NT)

  • 5049-61-6

  • 89132-10X10MG-F

  • 2,032.29CNY

  • Detail
  • Fluka

  • (89132)  Aminopyrazine  matrix substance for MALDI-MS, ≥99.0% (NT)

  • 5049-61-6

  • 89132-1G-F

  • 5,624.19CNY

  • Detail

5049-61-6SDS

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 2-Aminopyrazine

1.2 Other means of identification

Product number -
Other names Pyrazin-2-amine

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:5049-61-6 SDS

5049-61-6Synthetic route

2-iodopyrazine
32111-21-0

2-iodopyrazine

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With copper(I) oxide; ammonia; potassium carbonate In 1,4-dioxane at 140℃; under 7757.43 Torr; for 16h;92%
With copper(I) oxide; ammonium hydroxide; potassium carbonate at 140℃; for 16h; Inert atmosphere;49%
2-amino-3,5-dibromopyrazine
24241-18-7

2-amino-3,5-dibromopyrazine

A

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

B

5-amino-2-bromopyrazine
59489-71-3

5-amino-2-bromopyrazine

Conditions
ConditionsYield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine In dimethyl sulfoxide regioselective reaction;A 10%
B 87%
2-pyrazine carbonitrile
19847-12-2

2-pyrazine carbonitrile

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With sodium hypochlorite; sodium hydroxide at 20 - 60℃; for 5h;82.6%
With sodium hypochlorite; potassium hydroxide; sodium hydroxide at 40℃; for 2h; pH=8; Temperature;
With sodium hypochlorite; water; sodium hydroxide at -5 - 100℃;74 g
2-chloropyrazin
14508-49-7

2-chloropyrazin

A

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

B

di(pyrazin-2-yl)amine
533930-18-6

di(pyrazin-2-yl)amine

Conditions
ConditionsYield
With C46H71Cl3N2Pd; ammonia; sodium t-butanolate In 1,4-dioxane at 100℃; for 16h; Inert atmosphere; Schlenk technique;A 79%
B n/a
2-chloropyrazin
14508-49-7

2-chloropyrazin

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C50H70NO4PPdS; C50H70NO4PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate In 1,4-dioxane at 50℃; for 24h; Inert atmosphere;75%
With ammonia; water at 200℃;
With ammonia In dimethyl sulfoxide at 130℃;
phthalimide
136918-14-4

phthalimide

A

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

B

2-(5-Amino-pyrazin-2-ylmethyl)-isoindole-1,3-dione
457099-33-1

2-(5-Amino-pyrazin-2-ylmethyl)-isoindole-1,3-dione

Conditions
ConditionsYield
With sodium carbonate In CH2Cl2/MeOH; dichloromethane; trifluoroacetic acidA n/a
B 73%
1,4-pyrazine
290-37-9

1,4-pyrazine

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With potassium permanganate; potassium amide In ammonia for 0.166667h;65%
2-fluoropyrazine
4949-13-7

2-fluoropyrazine

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With acetamidine hydrochloride; sodium hydroxide In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; chemoselective reaction;52%
2-(1-hydroxyethyl)pyrazine
94777-52-3

2-(1-hydroxyethyl)pyrazine

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 12h;45%
N-cyclohexyl-2-phenylimidazo[1,2-a]pyrazin-3-amine

N-cyclohexyl-2-phenylimidazo[1,2-a]pyrazin-3-amine

A

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

B

N-cicloesil-α-ossofenilacetamide
724-92-5

N-cicloesil-α-ossofenilacetamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; toluene-4-sulfonic acid In 1,2-dichloro-ethane at 20℃; for 1h; Schlenk technique; chemoselective reaction;A n/a
B 28%
N-(3',5'-dibromopyrazin-2'-yl)pyridinium aminide
475641-51-1

N-(3',5'-dibromopyrazin-2'-yl)pyridinium aminide

A

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

B

1,4,8a,9-tetraaza-fluorene

1,4,8a,9-tetraaza-fluorene

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; potassium carbonate In acetonitrile; benzene at 80℃; for 24h;A 20%
B 24%
N-(3',5'-dibromopyrazin-2'-yl)pyridinium aminide
475641-51-1

N-(3',5'-dibromopyrazin-2'-yl)pyridinium aminide

benzene
71-43-2

benzene

A

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

B

1,4,8a,9-tetraaza-fluorene

1,4,8a,9-tetraaza-fluorene

C

3-phenyl-pyrido[1',2':2,3]pyrazolo[5,4-b]pyrazine

3-phenyl-pyrido[1',2':2,3]pyrazolo[5,4-b]pyrazine

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; potassium carbonate In acetonitrile at 80℃; for 24h;A 20%
B 24%
C 20%
pyrazinamide
98-96-4

pyrazinamide

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With sodium hypochlorite Behandeln des erhaltenen Natrium-Salzes der Pyrazinylcarbamidsaeure C5H5N3O2(Kristalle;Verfaerbung ab 257grad)mit wss.Saeuren.;
3-aminopyrazinoic acid
5424-01-1

3-aminopyrazinoic acid

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With diethylene glycol monoethyl ether acetate at 210 - 245℃;
With nitrobenzene
Erhitzen ueber den Schmelzpunkt;
Lumazine
487-21-8

Lumazine

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With sulfuric acid at 240 - 245℃;
Pyrazin-N-Oxid(PyzNO)
2423-65-6

Pyrazin-N-Oxid(PyzNO)

A

2-chloropyrazin
14508-49-7

2-chloropyrazin

B

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With sodium hydroxide; trichlorophosphate 1) 70 deg C, 2 h; Yield given. Multistep reaction. Yields of byproduct given;
N-(Tetrazolyl-5')-2-pyrazinylamine
88002-29-3

N-(Tetrazolyl-5')-2-pyrazinylamine

A

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

B

[1,2,4] triazolo[1,5-a]pyrazin-2-amine
88002-33-9

[1,2,4] triazolo[1,5-a]pyrazin-2-amine

Conditions
ConditionsYield
With PPA at 290℃;
9-tert-butylfluorene
17114-78-2

9-tert-butylfluorene

C4H4N3(1-)*K(1+)

C4H4N3(1-)*K(1+)

A

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

B

potassium salt of 9-tert-butylfluorene
106358-48-9

potassium salt of 9-tert-butylfluorene

Conditions
ConditionsYield
In dimethyl sulfoxide at 24.9℃; Equilibrium constant;
2-pyrazylcarboxylic acid
98-97-5

2-pyrazylcarboxylic acid

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
With polystyrene Wang resin; diphenylphosphoranyl azide; triethylamine; trifluoroacetic acid 1.) toluene, 100 deg C, 16 h, 2.) CH2Cl2, 5 min; Yield given; Multistep reaction;
Lumazine
487-21-8

Lumazine

sulfuric acid
7664-93-9

sulfuric acid

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
at 240 - 245℃;
3-amino-pyrazine-carboxylic acid-(2)

3-amino-pyrazine-carboxylic acid-(2)

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Conditions
ConditionsYield
beim Erhitzen ueber den Schmelzpunkt;
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

2-chloroethanal
107-20-0

2-chloroethanal

imidazo[1,2-a]pyrazine
274-79-3

imidazo[1,2-a]pyrazine

Conditions
ConditionsYield
at 70℃;100%
With sodium hydrogencarbonate at 100℃; for 48h; Inert atmosphere;50%
With sodium hydrogencarbonate at 100℃; for 48h;50%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

2-phenylimidazo<1,2-a>pyrazin-3(7H)-one
27955-58-4

2-phenylimidazo<1,2-a>pyrazin-3(7H)-one

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane for 168h;100%
With hydrogenchloride In ethanol at 20 - 25℃; for 18h;49%
With hydrogenchloride In ethanol; water at 20℃; for 15h; Cyclization;20%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

4-chlorophenylglyoxal
4998-15-6

4-chlorophenylglyoxal

2-(4-Chloro-phenyl)-7H-imidazo[1,2-a]pyrazin-3-one
123488-69-7

2-(4-Chloro-phenyl)-7H-imidazo[1,2-a]pyrazin-3-one

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane for 264h;100%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

(E)-N,N-dimethyl-N'-(pyrazin-2-yl)formimidamide

(E)-N,N-dimethyl-N'-(pyrazin-2-yl)formimidamide

Conditions
ConditionsYield
In toluene for 2.25h; Heating / reflux;100%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

methyl (2S,4R)-N-(tert-butyloxy)carbonyl-4-fluoropyrrolidine-2-carboxylate
203866-18-6

methyl (2S,4R)-N-(tert-butyloxy)carbonyl-4-fluoropyrrolidine-2-carboxylate

(2S,4R)-1-(4-(3-cyclopropyl-1H-pyrazol-5-ylamino)-6-morpholino-1,3,5-triazin-2-yl)-4-fluoro-N-(pyrazin-2-yl)pyrrolidine-2-carboxamide
1109790-67-1

(2S,4R)-1-(4-(3-cyclopropyl-1H-pyrazol-5-ylamino)-6-morpholino-1,3,5-triazin-2-yl)-4-fluoro-N-(pyrazin-2-yl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
Stage #1: 2-Aminopyrazine With isopropylmagnesium chloride In tetrahydrofuran at 0 - 20℃;
Stage #2: methyl (2S,4R)-N-(tert-butyloxy)carbonyl-4-fluoropyrrolidine-2-carboxylate In tetrahydrofuran at 20℃; for 4h;
100%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

water
7732-18-5

water

cadmium(II) acetate
543-90-8

cadmium(II) acetate

Cd(aminopyrazine)(acetate)2(H20)

Cd(aminopyrazine)(acetate)2(H20)

Conditions
ConditionsYield
In ethanol at 25℃;100%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

2-aminopyrazine 1-oxide
21720-40-1

2-aminopyrazine 1-oxide

Conditions
ConditionsYield
With hydrogen fluoride; 3-chloro-benzenecarboperoxoic acid In methanol; N,N-dimethyl-formamide at 25℃; for 1h;99%
With 3-chloro-benzenecarboperoxoic acid In acetone for 24h; Ambient temperature;63%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

benzaldehyde
100-52-7

benzaldehyde

N-cyclohexyl-2-phenylimidazo[1,2-a]pyrazin-3-amine

N-cyclohexyl-2-phenylimidazo[1,2-a]pyrazin-3-amine

Conditions
ConditionsYield
With lanthanum chloride heptahydrate In neat (no solvent) at 60℃; for 0.416667h; Green chemistry;99%
In neat (no solvent) at 20℃; for 2.5h; Sealed tube; Irradiation; Green chemistry;96%
In neat (no solvent) at 160℃; for 1.5h; Green chemistry;95%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

o-nitroiodobenzene
609-73-4

o-nitroiodobenzene

N-(2-nitrophenyl)pyrazin-2-amine

N-(2-nitrophenyl)pyrazin-2-amine

Conditions
ConditionsYield
With sodium phenoxide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 80℃; for 2h;99%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Cu2(1,1'-(1,3-phenylene)-bis(4,4-dimethylpentane-1,3-dione(2-))2
912540-27-3

Cu2(1,1'-(1,3-phenylene)-bis(4,4-dimethylpentane-1,3-dione(2-))2

[Cu2(1,1'-(1,3-phenylene)-bis(4,4-dimethylpentane-1,3-dione(2-))2(aminopyrazine)]2
912540-09-1

[Cu2(1,1'-(1,3-phenylene)-bis(4,4-dimethylpentane-1,3-dione(2-))2(aminopyrazine)]2

Conditions
ConditionsYield
In tetrahydrofuran stirred soln. of Cu-complex and ligand in THF brought to boiling, cooled; Et2O slow diffused; elem. anal.;99%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

1-Naphthalenesulfonyl chloride
85-46-1

1-Naphthalenesulfonyl chloride

N-pyrazin-2-yl-1-naphthalenesulfonamide

N-pyrazin-2-yl-1-naphthalenesulfonamide

Conditions
ConditionsYield
With pyridine at 0℃; for 2h; Inert atmosphere;99%
3-Chloropyridine
626-60-8

3-Chloropyridine

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

N-(pyridin-3-yl)-pyrazin-2-amine
1028223-88-2

N-(pyridin-3-yl)-pyrazin-2-amine

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; [(π-crotyl)Pd(BrettPhos)]OTf; potassium carbonate In tert-Amyl alcohol at 110℃; for 2h; Schlenk technique; Inert atmosphere;99%
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; [(π-crotyl)Pd(BrettPhos)]OTf; potassium carbonate In tert-Amyl alcohol at 110℃; for 2h; Schlenk technique; Inert atmosphere;99%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

2-amino-3,5-dibromopyrazine
24241-18-7

2-amino-3,5-dibromopyrazine

Conditions
ConditionsYield
With N-Bromosuccinimide In acetonitrile at 100℃; for 0.0833333h; Solvent; Microwave irradiation;98%
With 2,6-dimethylpyridine; bromine In dichloromethane95%
With bromine; sodium hydrogencarbonate In acetic acid 1.) 2h, 2.) 1h;91%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

2-methylphenyl bromide
95-46-5

2-methylphenyl bromide

N-o-tolylpyrazin-2-amine

N-o-tolylpyrazin-2-amine

Conditions
ConditionsYield
With caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100℃; for 20h;98%
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane at 100℃; for 24h;74%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

β-naphthol
135-19-3

β-naphthol

1-[p-methylphenyl(2-pyrazinylamino)methyl]naphthalene-2-ol
1094443-81-8

1-[p-methylphenyl(2-pyrazinylamino)methyl]naphthalene-2-ol

Conditions
ConditionsYield
In water at 20℃; for 0.666667h;98%
at 125℃; for 0.0666667h; Mannich reaction; Neat (no solvent);89%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

β-naphthol
135-19-3

β-naphthol

1-[p-chlorophenyl(2-pyrazinylamino)methyl]naphthalene-2-ol
1094443-78-3

1-[p-chlorophenyl(2-pyrazinylamino)methyl]naphthalene-2-ol

Conditions
ConditionsYield
In water at 20℃; for 0.666667h;98%
at 125℃; for 0.0666667h; Mannich reaction; Neat (no solvent);90%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

β-naphthol
135-19-3

β-naphthol

1-[p-bromophenyl(2-pyrazinylamino)methyl]naphthalene-2-ol
1094443-85-2

1-[p-bromophenyl(2-pyrazinylamino)methyl]naphthalene-2-ol

Conditions
ConditionsYield
In water at 20℃; for 0.416667h;98%
at 125℃; for 0.1h; Mannich reaction; Neat (no solvent);93%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

2C21H11O6(3-)*C4H4N2*3Cu(2+)*H2O*13C3H7NO

2C21H11O6(3-)*C4H4N2*3Cu(2+)*H2O*13C3H7NO

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

N,N-dimethyl-formamide

2C21H11O6(3-)*C4H5N3*3Cu(2+)*H2O*12C3H7NO

2C21H11O6(3-)*C4H5N3*3Cu(2+)*H2O*12C3H7NO

Conditions
ConditionsYield
at 120℃; for 6h; Autoclave;98%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

2,2,2-trifluoro-N-(pyrazin-2-yl)acetamide
129476-64-8

2,2,2-trifluoro-N-(pyrazin-2-yl)acetamide

Conditions
ConditionsYield
With dmap In tetrahydrofuran for 48h; Reflux;97.8%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

triphenylphosphine
603-35-0

triphenylphosphine

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

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

Conditions
ConditionsYield
With diethylazodicarboxylate In dichloromethane; toluene at 20℃; for 2.16667h; Mitsunobu type reaction;97%
With hexachloroethane; triethylamine In acetonitrile 12 h, RT, then, reflux, 6 h;64%
With hexachloroethane; triethylamine In benzene for 3h; Heating;64%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

2,3-dibromopyridine
13534-89-9

2,3-dibromopyridine

A

pyrido[3',2':4,5]imidazo[1,2-a]pyrazine

pyrido[3',2':4,5]imidazo[1,2-a]pyrazine

B

pyrido[2',3':4,5]imidazo[1,2-a]pyrazine

pyrido[2',3':4,5]imidazo[1,2-a]pyrazine

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,2-dimethoxyethane at 140℃; for 24h;A n/a
B 97%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

benzaldehyde
100-52-7

benzaldehyde

β-naphthol
135-19-3

β-naphthol

1-[phenyl(2-pyrazinylamino)methyl]naphthalene-2-ol
1094443-75-0

1-[phenyl(2-pyrazinylamino)methyl]naphthalene-2-ol

Conditions
ConditionsYield
In water at 20℃; for 0.583333h;97%
at 125℃; for 0.05h; Mannich reaction; Neat (no solvent);94%
cis,trans-2,5-dimethoxytetrahydrofuran
696-59-3

cis,trans-2,5-dimethoxytetrahydrofuran

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

(pyrrolyl-1)-2 pyrazine
50966-75-1

(pyrrolyl-1)-2 pyrazine

Conditions
ConditionsYield
In water at 150℃; for 0.5h; Paal-Knorr condensation; Microwave irradiation;97%
5-Methylfurfural
620-02-0

5-Methylfurfural

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

N-cyclohexyl-2-(5-methylfuran-2-yl)imidazo[1,2-a]pyrazin-3-amine
879592-50-4

N-cyclohexyl-2-(5-methylfuran-2-yl)imidazo[1,2-a]pyrazin-3-amine

Conditions
ConditionsYield
Stage #1: 5-Methylfurfural; 2-Aminopyrazine With scandium tris(trifluoromethanesulfonate) In methanol at 20℃; for 1h; Ugi reaction;
Stage #2: Cyclohexyl isocyanide In methanol Ugi reaction;
97%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

methanol
67-56-1

methanol

N-methylpyrazin-2-amine
32111-28-7

N-methylpyrazin-2-amine

Conditions
ConditionsYield
With C19H37IrN4(2+)*2I(1-); potassium carbonate at 120℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;97%
With [Cp*Ir(2-(1H-benzo[d]imidazol-2-yl)-1H-benzo[d]imidazole)Cl][Cl]; caesium carbonate at 120℃; for 12h; Schlenk technique;95%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydroxide at 150℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry;90%
2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

2-Aminopyrazine
5049-61-6

2-Aminopyrazine

1-(pyrazin-2-yl)pyrrolidin-2-ol

1-(pyrazin-2-yl)pyrrolidin-2-ol

Conditions
ConditionsYield
With cerium(III) chloride heptahydrate In acetonitrile at 60℃;97%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

2-ethynylbenzaldehyde
38846-64-9

2-ethynylbenzaldehyde

N-(tert-butyl)-2-(2-ethynylphenyl)imidazo[1,2-a]pyrazin-3-amine

N-(tert-butyl)-2-(2-ethynylphenyl)imidazo[1,2-a]pyrazin-3-amine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In methanol at 20℃; for 12h; Inert atmosphere;96%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

tetraethyl [(pyrazin-2-ylamino)methylene]bis(phosphonate)
586344-70-9

tetraethyl [(pyrazin-2-ylamino)methylene]bis(phosphonate)

Conditions
ConditionsYield
With copper(II) oxide In neat (no solvent) at 60℃; Microwave irradiation; Green chemistry;96%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

diphenyl sulfide
139-66-2

diphenyl sulfide

N-phenylpyrazin-2-ylamine
13134-34-4

N-phenylpyrazin-2-ylamine

Conditions
ConditionsYield
With SingaCycle-A1; potassium hexamethylsilazane In toluene at 100℃; for 24h; Schlenk technique; Inert atmosphere;96%
2-Aminopyrazine
5049-61-6

2-Aminopyrazine

water
7732-18-5

water

zinc(II) acetate dihydrate
5970-45-6

zinc(II) acetate dihydrate

Zn(2+)*2C4H5N3*2C2H3O2(1-)*4H2O

Zn(2+)*2C4H5N3*2C2H3O2(1-)*4H2O

Conditions
ConditionsYield
at 25℃; for 2h;96%

5049-61-6Relevant articles and documents

Green Synthesis and Antimicrobial Activity of Some Novel N-Arylimidazo[1,2-a]pyrazine-2-Carboxamide Derivatives

Jyothi, Boggavarapu,Madhavi, Nannapaneni

, p. 84 - 90 (2020)

The article deals with the synthesis of some novel N-arylimidazo[1,2-a]pyrazine-2-carboxamides (7a-l) by condensation reaction of imidazo[1,2-a]pyrazine-2-carboxylic acid (5) with different aliphatic/aromatic amines (6a-l) by using 1-methylimidazole, Mukaiyama’s reagent and 2-chloro-1-methylpyridinium iodide under microwave irradiation conditions. A new series of compounds 7 have been prepared from 2-iodopyrazine (1). Compound 1 on purged with ammonia gas in the presence of Cu2O and K2CO3 furnishes pyrazin-2-amine (2), which is treated with ethyl 3-bromo-2-oxopropanoate (3) to produce ethyl imidazo[1,2-a]pyrazine-2-carboxylate (4), which on hydrolysis with NaOH yields imidazo[1,2-a]pyrazine-2-carboxylic acid (5). The structures of the newly synthesized compounds have been elucidated on the basis of spectral (IR, 1H and 13C NMR and MS) and analytical data. Compounds 7a-l have also been screened for their antimicrobial activity. Some of the compounds exhibit promising antimicrobial activity.

Novel method for synthesizing 2- amino -3,5- dibromopyrazine as well as product and application thereof

-

Paragraph 0042; 0060-0061; 0066; 0071; 0077; 0078, (2020/03/25)

The invention discloses a novel method 2 - for synthesizing, amino - 333355-dibromopyrazine by reacting, with,aminopyrazine 2 - sodium hypochlorite as a raw material, and adding, amino-pyrazino,dibromopyrazine 2 - in ;amino - 3333,5-dibromopyrazine as a raw material by, hours N,N - to obtain,aminopypyrazine 1,3 - in step, as a solvent 2 - and dropping under reduced pressure. N,N - The present invention provides a novel method for synthesizing, amino-3,5-dibromopyrazine as a crude product 15 - 20 in a reduced pressure distillation condition . The present invention. discloses a process 2 - for the preparation of the product. 2 - The present invention discloses 2 - N - 3333,5-dibromopyrazino, crude, obtained by the present, invention is added dropwise to prepare 2 - lamino - 3333.5-dibromopyrazine.

Copper-catalyzed arene amination in pure aqueous ammonia

Takagi, Mio,Watanabe, Ayako,Murata, Shigeo,Takita, Ryo

supporting information, p. 1791 - 1795 (2019/02/20)

A simple protocol for copper-catalyzed arene amination using aqueous ammonia without any additional ligands and organic coordinating solvents has been developed. The reaction pathway via a Cu(i)/Cu(iii) mechanism is proposed based on the results of control experiments as well as DFT calculations.

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