5-METHYL-PYRAZIN-2-YLAMINE
- Product Name
- 5-METHYL-PYRAZIN-2-YLAMINE
- CAS No.
- 5521-58-4
- Chemical Name
- 5-METHYL-PYRAZIN-2-YLAMINE
- Synonyms
- 5-Methylpyrazin-2-amine;5-methyl-2-aminopyrazine;EOS-61373;5-METHYL-PYRAZIN-2-Y;5-Methyl-2-pyrazinaMine;5-Methyl pyrazine-2-aMine;2-PyrazinaMine, 5-Methyl-;2-AMINO-5-METHYL PYRAZINE;5-METHYL-PYRAZIN-2-YLAMINE;5-Methyl pyrazine-2-ylamine
- CBNumber
- CB3695830
- Molecular Formula
- C5H7N3
- Formula Weight
- 109.13
- MOL File
- 5521-58-4.mol
5-METHYL-PYRAZIN-2-YLAMINE Property
- Melting point:
- 116-117 °C
- Boiling point:
- 110 °C(Press: 2 Torr)
- Density
- 1.155±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 3.50±0.10(Predicted)
- form
- Solid
- color
- White to Light yellow to Light orange
- InChI
- InChI=1S/C5H7N3/c1-4-2-8-5(6)3-7-4/h2-3H,1H3,(H2,6,8)
- InChIKey
- ZNQOALAKPLGUPH-UHFFFAOYSA-N
- SMILES
- C1(N)=NC=C(C)N=C1
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- M3006
- Product name
- 5-Methylpyrazin-2-amine
- Purity
- >99.0%(GC)
- Packaging
- 1g
- Price
- $248
- Updated
- 2025/07/31
- Product number
- M3006
- Product name
- 5-Methylpyrazin-2-amine
- Purity
- >99.0%(GC)
- Packaging
- 5g
- Price
- $725
- Updated
- 2025/07/31
- Product number
- M320878
- Product name
- 5-Methylpyrazin-2-amine
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- OR16560
- Product name
- 2-Amino-5-methylpyrazine
- Packaging
- 1g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- 3H30-1-V8
- Product name
- 2-Amino-5-methylpyrazine
- Packaging
- 1g
- Price
- $55
- Updated
- 2021/12/16
5-METHYL-PYRAZIN-2-YLAMINE Chemical Properties,Usage,Production
Uses
5-Methylpyrazin-2-amine is a thiophene-arylamide derivative which is used as a DprE1 inhibitors with potent antimycobacterial activities.
Synthesis
625114-66-1
5521-58-4
General procedure for the synthesis of 2-amino-5-methylpyrazine from tert-butyl (2S)-2-[(4-methylphenyl)sulfonyloxymethyl]morpholine-4-carboxylate: [0386] 5-Methylpyrazine-2-carboxylic acid (2.76 g, 20 mmol) and oxalyl chloride (1.83 mL, 2.66 g, 21 mmol) were dissolved in dichloromethane (40 mL) and catalyzed by the addition of N,N-dimethylformamide. The mixture was stirred at 25 °C for 1 h and then filtered and the filtrate was concentrated under vacuum to give an oily solid. The solid was dissolved in acetone (120 mL), cooled to 0 °C, and a solution of sodium azide (1.03 g, 20 mmol) in water (50 mL) was slowly added dropwise. After the dropwise addition was completed, stirring was continued at 0 °C for 30 min. The reaction mixture was poured into ice-cold water (100 mL) and extracted with dichloromethane (3 x 100 mL). The organic phases were combined and washed sequentially with water (100 mL), saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution (1:1, 100 mL) and dried over anhydrous sodium sulfate. After filtration and vacuum concentration, 5-methylpyrazine-2-carbonyl azide (1.46 g, 45%) was obtained as a brown solid. 5-Methylpyrazine-2-carbonyl azide (500 mg, 3.07 mmol) was mixed with benzyl alcohol (0.63 mL, 663 mg, 6.14 mmol) and slowly heated to 90 °C with vigorous gas release. After the gas release stopped, the temperature was raised to 120°C and stirring was continued for 10 minutes. After cooling, it was ground with ether/hexane (1:4) to give (5-methylpyrazin-2-yl)carbamic acid phenyl ester (438 mg, 58%) as a yellow solid. Phenyl (5-methylpyrazin-2-yl)carbamate (500 mg, 2.2 mmol) and 10% palladium carbon (212 mg) were dissolved in ethanol (30 mL) and stirred at 25 °C for 1 h under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated in vacuum to give 2-amino-5-methylpyrazine (183 mg, 76%) as a brown solid, which was used directly in the next step of the reaction. [0387] 2(R)-(3-Chloro-4-methylsulfonylphenyl)-3-(4-oxocyclohexyl)propanoic acid (263 mg, 0.73 mmol) and triphenylphosphine (250 mg, 0.95 mmol) were dissolved in dichloromethane (5.0 mL), cooled to 0 °C, and N-bromosuccinimide (167 mg, 0.95 mmol) was added in batches. After addition, the temperature was slowly increased to 25°C with stirring for 30 minutes. Subsequently, 2-amino-5-methylpyrazine (160 mg, 1.46 mmol) and 2,6-dimethylpyridine (0.36 mL, 2.92 mmol) were added and stirred at 25 °C for 4 hours. The reaction mixture was diluted with dichloromethane (25 mL), washed sequentially with 10% aqueous hydrochloric acid (20 mL), saturated aqueous sodium bicarbonate (20 mL), and water (20 mL), and dried over anhydrous sodium sulfate. After filtration and concentration, it was purified by Biotage chromatography (FLASH 40S, silica gel, 65/35 hexanes/ethyl acetate to 3/7 hexanes/ethyl acetate) to afford 2(R)-(3-chloro-4-methylsulfonylphenyl)-N-(5-methylpyrazin-2-yl)-3-(4-oxocyclohexyl)propanamide (158 mg, 48%) as a white foam: [α]23? ?? = -41.52° (c = 0.33, chloroform); EI-HRMS m/z calculated value C??H??ClN?O?S [M+H]+ 450.1249, measured value 450.1253.
References
[1] Patent: US2003/225283, 2003, A1. Location in patent: Page 50
5-METHYL-PYRAZIN-2-YLAMINE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-METHYL-PYRAZIN-2-YLAMINE manufacturers
- Product
- 5-Methylpyrazin-2-amine 5521-58-4
- Price
- US $1.60-6.60/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-19
- Product
- 5-METHYL-PYRAZIN-2-YLAMINE 5521-58-4
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-14
- Product
- 5-METHYL-PYRAZIN-2-YLAMINE 5521-58-4
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 150KG
- Release date
- 2019-07-01