-
Name
Methyl 3-amino-6-bromopyrazine-2-carboxylate
- EINECS 687-153-2
- CAS No. 6966-01-4
- Article Data23
- CAS DataBase
- Density 1.755 g/cm3
- Solubility
- Melting Point 164-166?C
- Formula C6H6BrN3O2
- Boiling Point 322.422 °C at 760 mmHg
- Molecular Weight 232.037
- Flash Point 148.796 °C
- Transport Information
- Appearance Orange solid
- Safety 37
- Risk Codes 43
-
Molecular Structure
- Hazard Symbols Xi
- Synonyms Pyrazinecarboxylicacid, 3-amino-6-bromo-, methyl ester (9CI);3-Amino-6-bromo-2-pyrazinecarboxylic acid methyl ester;
- PSA 78.10000
- LogP 1.18910
Synthetic route
-
-
16298-03-6
Methyl 3-amino-2-pyrazinecarboxylate
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In acetonitrile for 2h; Heating / reflux; | 100% |
| With bromine; acetic acid In water | 94% |
| 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% |
-
-
67-56-1
methanol
-
-
486424-37-7
3-amino-6-bromo-pyrazine-2-carboxylic acid
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With sulfuric acid at 0 - 40℃; for 48h; | 80.1% |
| With sulfuric acid In water |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sulfuric acid 2: bromine; acetic acid View Scheme | |
| Multi-step reaction with 2 steps 1: sulfuric acid / 20 °C / Cooling with ice 2: N-Bromosuccinimide / acetonitrile / 20 °C View Scheme | |
| Multi-step reaction with 2 steps 1: sulfuric acid / 48 h / Cooling with ice 2: N-Bromosuccinimide / acetonitrile / 24 h / 20 °C / Inert atmosphere View Scheme |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
1225062-23-6
3-amino-6-bromopyrazine-2-carbohydrazide
| Conditions | Yield |
|---|---|
| With hydrazine hydrate In ethanol at 50℃; for 40h; Inert atmosphere; | 100% |
| With hydrazine hydrate In ethanol at 50℃; for 40h; Inert atmosphere; | 100% |
| With hydrazine hydrate In ethanol at 50℃; for 40h; Inert atmosphere; | 100% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water Reflux; | 100% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
486424-37-7
3-amino-6-bromo-pyrazine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: methyl 3-amino-6-bromopyrazine-2-carboxylate With water; lithium hydroxide In methanol at 90℃; for 5h; Stage #2: With hydrogenchloride In methanol; water | 99% |
| With sodium hydroxide In ethanol | 90% |
| With lithium hydroxide In methanol; water for 2h; Reflux; | 83% |
| Conditions | Yield |
|---|---|
| With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 100℃; Inert atmosphere; | 99% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
62-53-3
aniline
-
-
36204-92-9
3-amino-6-bromo-N-phenyl-pyrazine-2-carboxamide
| Conditions | Yield |
|---|---|
| at 115℃; for 4h; Microwave irradiation; | 98% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With potassium phosphate; bis(tri-t-butylphosphine)palladium(0) In water; acetonitrile at 20 - 60℃; for 2h; Suzuki Coupling; | 97% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
5720-07-0
4-methoxyphenylboronic acid
-
-
113892-84-5
3-Amino-6-(4-methoxy-phenyl)-pyrazine-2-carboxylic acid methyl ester
| Conditions | Yield |
|---|---|
| With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 90℃; for 12h; | 94% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
24424-99-5
di-tert-butyl dicarbonate
-
-
1225064-15-2
methyl 3-(bis(tert-butoxycarbonyl)amino)-6-bromopyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With dmap In 1,2-dichloro-ethane at 20 - 75℃; for 18.5h; Product distribution / selectivity; Inert atmosphere; | 94% |
| dmap In 1,2-dichloro-ethane at 20 - 75℃; Product distribution / selectivity; Inert atmosphere; | 94% |
| Conditions | Yield |
|---|---|
| at 180℃; for 4h; Microwave irradiation; | 93% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
21874-61-3
3-hydroxy-6-bromopyrazine-2-carboxylic acid methyl ester
| Conditions | Yield |
|---|---|
| Stage #1: methyl 3-amino-6-bromopyrazine-2-carboxylate With sulfuric acid; sodium nitrite at -5 - 25℃; for 2h; Stage #2: With water for 1.5h; | 92.7% |
| With sulfuric acid; sodium nitrite at -5 - 20℃; for 2h; | 90% |
| With sulfuric acid; sodium nitrite at 0 - 60℃; for 0.5h; Reagent/catalyst; | 85% |
| Conditions | Yield |
|---|---|
| at 115℃; for 4h; Microwave irradiation; | 92% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
149104-88-1
4-methanesulphonylphenylboronic acid
-
-
1232423-29-8
3-amino-6-(4-(methylsulfonyl)phenyl)pyrazine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: methyl 3-amino-6-bromopyrazine-2-carboxylate; 4-methanesulphonylphenylboronic acid With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,2-dimethoxyethane at 90℃; for 9h; Stage #2: With hydrogenchloride In water pH=1; | 91% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
162101-25-9
2,6-difluorophenylboronic acid
-
-
1620013-45-7
methyl 3-amino-6-(2,6-difluorophenyl)pyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With bis(tri-t-butylphosphine)palladium(0); N-ethyl-N,N-diisopropylamine In 1,4-dioxane; water at 100℃; for 14h; Inert atmosphere; Sealed tube; | 91% |
| Conditions | Yield |
|---|---|
| at 115℃; for 4h; Microwave irradiation; | 91% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
1427750-91-1
tert-butyl 3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]sulfonylpiperidine-1-carboxylate
-
-
1432755-73-1
methyl 3-amino-6-[4-[(1-tert-butoxycarbonyl-3-piperidyl)sulfonyl]phenyl]pyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With potassium phosphate; bis(tri-t-butylphosphine)palladium(0) at 60℃; for 2h; Inert atmosphere; | 90.02% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
74-89-5
methylamine
-
-
146940-37-6
3-amino-6-bromo-N-methylpyrazine-2-carboxamide
| Conditions | Yield |
|---|---|
| In water at 20℃; | 90% |
| In water at 20℃; for 7h; | 90% |
| In water at 20℃; for 4h; | 90% |
| at 115℃; for 4h; Microwave irradiation; | 53% |
| In water for 1.5h; Ambient temperature; |
-
-
854373-97-0
(2-ethoxypyridin-3-yl)boronic acid
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane; water at 20℃; for 16h; Suzuki cross-coupling; | 90% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
73183-34-3
bis(pinacol)diborane
| Conditions | Yield |
|---|---|
| With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 80℃; for 18h; Time; Inert atmosphere; | 90% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
55552-70-0
furan-3-boronic acid
-
-
113892-86-7
3-amino-6-(furan-3-yl)-pyrazine-2-carboxylic acid methyl ester
| Conditions | Yield |
|---|---|
| With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 90℃; for 12h; | 89% |
| Stage #1: methyl 3-amino-6-bromopyrazine-2-carboxylate With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate In N,N-dimethyl-formamide at 20 - 50℃; for 0.25h; Stage #2: furan-3-boronic acid With triethylamine In N,N-dimethyl-formamide at 90℃; for 16h; | 61.8% |
| With triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate In N,N-dimethyl-formamide at 90℃; for 16h; Inert atmosphere; | 61.8% |
| With potassium acetate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 170℃; for 0.333333h; Microwave irradiation; |
| Conditions | Yield |
|---|---|
| at 115℃; for 4h; Microwave irradiation; | 89% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
113893-08-6
benzo[b]thiophen-3-yl-3-boronic acid
-
-
113892-85-6
3-Amino-6-benzo[b]thiophen-3-yl-pyrazine-2-carboxylic acid methyl ester
| Conditions | Yield |
|---|---|
| With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 90℃; for 12h; | 87% |
-
-
33966-50-6
SEC-BUTYLAMINE
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| at 100℃; for 6h; Microwave irradiation; | 87% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
823-96-1
Trimethylboroxine
-
-
2032-84-0
methyl 3-amino-6-methylpyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); potassium carbonate In 1,2-dimethoxyethane at 100℃; for 16h; Inert atmosphere; Sealed tube; | 87% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
1031438-93-3
(2,3-dimethoxypyridin-4-yl)boronic acid
-
-
1031439-07-2
methyl 3-amino-6-(2,3-dimethoxypyridin-4-yl)pyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,4-dioxane; water for 0.25h; Suzuki-Miyaura cross-coupling; Reflux; | 86% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With water; lithium hydroxide In methanol at 20 - 50℃; for 3.08333h; | 85% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
89878-14-8
3-Diethylboranylpyridine
-
-
1232423-31-2
3-amino-6-(pyridin-3-yl)pyrazine-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: methyl 3-amino-6-bromopyrazine-2-carboxylate; 3-Diethylboranylpyridine With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki coupling; Stage #2: With acetic acid In water pH=5; | 84% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
113892-80-1
methyl 3-amino-5-<(ethoxycarbonyl)methyl>-6-chloropyrazinoate
-
-
113892-87-8
3-Amino-5-ethoxycarbonylmethyl-6-phenyl-pyrazine-2-carboxylic acid methyl ester
| Conditions | Yield |
|---|---|
| With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 90℃; for 12h; | 82% |
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
98-80-6
phenylboronic acid
-
-
1503-42-0
methyl 3-amino-6-phenyl-2-pyrazine carboxylate
| Conditions | Yield |
|---|---|
| With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 90℃; for 12h; | 82% |
| Stage #1: 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate In DMF (N,N-dimethyl-formamide) at 50℃; for 0.333333h; Stage #2: methyl 3-amino-6-bromopyrazine-2-carboxylate; phenylboronic acid With triethylamine In ISOPROPYLAMIDE at 20 - 90℃; for 12h; | |
| With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; water; toluene at 85℃; for 4h; Inert atmosphere; |
-
-
486422-57-5
(4-(pyrrolidin-1-ylsulfonyl)phenyl)boronic acid
-
-
6966-01-4
methyl 3-amino-6-bromopyrazine-2-carboxylate
-
-
486423-09-0
methyl 3-amino-6-[4-(pyrrolidin-1-ylsulfonyl)phenyl]pyrazine-2-carboxylate
| Conditions | Yield |
|---|---|
| With potassium phosphate tribasic; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,2-dimethoxyethane; water at 160℃; for 0.5h; heating in a microwave oven; | 82% |
| With potassium phosphate tribasic; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,2-dimethoxyethane; water at 160℃; for 0.166667h; microwave oven; | 82% |
Methyl 3-amino-6-bromopyrazine-2-carboxylate Chemical Properties
Molecular Structure of Methyl 3-amino-6-bromopyrazine-2-carboxylate (CAS NO. 6966-01-4 ) :
.png)
IUPAC Name: Methyl 3-amino-6-bromopyrazine-2-carboxylate
Molecular Formula: C6H6BrN3O2
Molecular Weight: 232.03
CAS NO: 6966-01-4
ACD/LogP: 2.54
of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 2.54
ACD/LogD (pH 7.4): 2.54
ACD/BCF (pH 5.5): 50.11
ACD/BCF (pH 7.4): 50.11
ACD/KOC (pH 5.5): 573.34
ACD/KOC (pH 7.4): 573.34
H bond acceptors: 5
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 55.32 Å2
Index of Refraction: 1.614
Surface Tension: 65.8 dyne/cm
Density: 1.754 g/cm3
Flash Point: 148.8 °C
Enthalpy of Vaporization: 56.43 kJ/mol
Boiling Point: 322.4 °C at 760 mmHg
Vapour Pressure: 0.00028 mmHg at 25°C
Methyl 3-amino-6-bromopyrazine-2-carboxylate Specification
Methyl 3-amino-6-bromopyrazine-2-carboxylate , with CAS number of 6966-01-4, can be called Pyrazinecarboxylicacid, 3-amino-6-bromo-, methyl ester (9CI) ; 3-Amino-6-bromo-2-pyrazinecarboxylic acid methyl ester ; Methyl3-amino-6-bromopyrazine-2-carboxylate . Methyl 3-amino-6-bromopyrazine-2-carboxylate (CAS NO. 6966-01-4 ) is used as intermediate in organic synthesis .
Related Products
- Methyl (((methoxymethylphosphinothioyl)thio)acetyl)methylcarbamate
- Methyl (+)-(3R)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methyl-N-methanesulfonylamino)pyrimidin-5-yl]-3-hydroxy-5-oxo-(6E)-heptenoate
- Methyl (2-amino-5-methyl-1,3-thiazol-4-yl)acetate
- Methyl (2E)-3-(4-methylphenyl)propenoate
- Methyl (2E)-3-cyclohexylprop-2-enoate
- Methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-iodopropanoate
- Methyl (2R)-2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate
- Methyl (2R)-2-amino-2-cyclohexylethanoate hydrochloride
- Methyl (2R)-2-bromo-2-(2-chlorophenyl)acetate
- Methyl (2R,3S)-3-(4-methoxyphenyl)-2-oxiranecarboxylate
- 696-60-6
- 6966-10-5
- 696-61-7
- 696-62-8
- 6966-38-7
- 696-63-9
- 6966-45-6
- 69667-29-4
- 696-68-4
- 6966-87-6
Hot Products
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View