ChemicalBook--->CAS DataBase List--->6164-79-0

6164-79-0

6164-79-0 Structure

6164-79-0 Structure
IdentificationMore
[Name]

METHYL PYRAZINE-2-CARBOXYLATE
[CAS]

6164-79-0
[Synonyms]

METHYL 2-PYRAZINECARBOXYLATE
METHYL PYRAZINE-2-CARBOXYLATE
METHYL PYRAZINECARBOXYLATE
METHYL PYRAZINOATE
PYRAZINE-2-CARBOXYLIC ACID METHYL ESTER
Pyrazinecarboxylic acid, methyl ester
pyrazinecarboxylicacid,methylester
Pyrazinoic acid methyl ester
2-Pyrazinecarboxylic Acid Methyl Ester
Methylpyrazine-2-carboxylate,98%
Methyl pyrazine-2-carboxylate 98%
Methyl Pyrazinecarboxylate(Methyl Pyrazinoate)
Methyl pyrazinecarboxylate, 98+%
2-Pyrazinecarboxylic acid methyl
3-Pyrazinecarboxylic acid methyl
Pyrazine-2-carboxylic acid methyl
Pyrazinecarboxylic acid methyl
[EINECS(EC#)]

228-198-6
[Molecular Formula]

C6H6N2O2
[MDL Number]

MFCD00014611
[Molecular Weight]

138.12
[MOL File]

6164-79-0.mol
Chemical PropertiesBack Directory
[Melting point ]

57-61 °C(lit.)
[Boiling point ]

104°C/7mmHg(lit.)
[density ]

1.213±0.06 g/cm3(Predicted)
[Fp ]

>100°(212°F)
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

Liquid
[pka]

-0.91±0.10(Predicted)
[color ]

Clear colorless
[Merck ]

14,7959
[BRN ]

118345
[InChI]

InChI=1S/C6H6N2O2/c1-10-6(9)5-4-7-2-3-8-5/h2-4H,1H3
[InChIKey]

TWIIRMSFZNYMQE-UHFFFAOYSA-N
[SMILES]

C1(C(OC)=O)=NC=CN=C1
[LogP]

-0.230
[CAS DataBase Reference]

6164-79-0(CAS DataBase Reference)
[EPA Substance Registry System]

Pyrazinecarboxylic acid, methyl ester (6164-79-0)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[TSCA ]

Yes
[HazardClass ]

IRRITANT
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methanol-->2-Pyrazinecarboxylic acid-->Iodomethane-->N,N-Dimethylformamide-->Dichloromethane-->Oxalyl chloride
[Preparation Products]

Methyl 2-chloro-6-pyrazinecarboxylate-->(Pyrazin-2-ylmethyl)amine-->Pyrazinecarbonyl chloride, 6-chloro- (9CI)-->6-Chloro-N-(3-isopropoxyphenyl)pyrazine-2-carboxamide
Hazard InformationBack Directory
[Chemical Properties]

White solid
[Uses]

METHYL PYRAZINE-2-CARBOXYLATE is used as an intermediate for the synthesis of MOF material ligands.
[Synthesis]

Methanol

67-56-1

2-Pyrazinecarboxylic acid

98-97-5

METHYL PYRAZINE-2-CARBOXYLATE

6164-79-0

To a solution of 2-pyrazinecarboxylic acid (5.80 g, 46.5 mmol) in dichloromethane (100 mL) was slowly added oxalyl chloride (5.10 mL, 60.4 mmol), followed by the addition of a catalytic amount of DMF.The reaction mixture was stirred for 6 hr. at 23° C. The reaction was completed with the addition of methanol (30 mL). After completion of the reaction, methanol (30 mL) was added slowly and stirring was continued for 30 min. The reaction mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (200 mL) and washed sequentially with saturated aqueous sodium bicarbonate (1 x 100 mL) and brine (1 x 100 mL). The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford 3.38 g (53% yield) of the crude methyl pyrazine-2-carboxylate, which could be used in the next step of the reaction without further purification.1H NMR (400 MHz, CDCl3): δ 9.34 (d, 1H), 8.79 (d, 1H), 8.74 (dd, 1H), 4.06 (s 3H); LCMS (Method A): tR = 0.48 min, m/z 139.3 (M + H)+.

[References]

[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 12, p. 2843 - 2851
[2] Journal of the American Chemical Society, 1990, vol. 112, # 17, p. 6248 - 6254
[3] Patent: WO2004/48369, 2004, A1. Location in patent: Page 8
[4] Tetrahedron Letters, 2009, vol. 50, # 28, p. 4030 - 4032
[5] Patent: WO2016/207914, 2016, A2. Location in patent: Page/Page column 3; 13; 14
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL PYRAZINE-2-CARBOXYLATE(6164-79-0)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Methyl pyrazine-2-carboxylate, 98+%(6164-79-0)
[Sigma Aldrich]

6164-79-0(sigmaaldrich)
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6164-79-0 1458-18-0 98-97-5 1458-01-1 33332-25-1 16298-03-6 4744-50-7