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| | METHYL PYRAZINE-2-CARBOXYLATE Basic information |
| | METHYL PYRAZINE-2-CARBOXYLATE Chemical Properties |
| 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 | | pka | -0.91±0.10(Predicted) | | form | Liquid | | 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | TSCA | TSCA listed | | HazardClass | IRRITANT | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | METHYL PYRAZINE-2-CARBOXYLATE Usage And Synthesis |
| Chemical Properties | White solid | | Synthesis | 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 |
| | METHYL PYRAZINE-2-CARBOXYLATE Preparation Products And Raw materials |
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