3-AMINO-6-IODOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER manufacturers
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| | 3-AMINO-6-IODOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER Basic information |
| Product Name: | 3-AMINO-6-IODOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER | | Synonyms: | 3-AMINO-6-IODOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER;3-amino-6-iodopyrazine-2-carboxylate;Methyl 3-aMino-6-iodopyra...;3-amino-6-iodo-2-pyrazinecarboxylic acid methyl ester;2-Pyrazinecarboxylic acid, 3-amino-6-iodo-, methyl ester;Methyl3-amino-6-iodopyrazine-2-carboxylate,96% | | CAS: | 1458-16-8 | | MF: | C6H6IN3O2 | | MW: | 279.04 | | EINECS: | | | Product Categories: | | | Mol File: | 1458-16-8.mol |  |
| | 3-AMINO-6-IODOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER Chemical Properties |
| Melting point | 200-202℃ | | Boiling point | 387.9±42.0 °C(Predicted) | | density | 2.020±0.06 g/cm3 (20 ºC 760 Torr) | | storage temp. | 2-8°C, protect from light | | form | Solid | | pka | -1.59±0.10(Predicted) | | Appearance | Yellow to brown Solid | | Sensitive | Light Sensitive | | InChI | InChI=1S/C6H6IN3O2/c1-12-6(11)4-5(8)9-2-3(7)10-4/h2H,1H3,(H2,8,9) | | InChIKey | FDLARAKNPMCCKJ-UHFFFAOYSA-N | | SMILES | C1(C(OC)=O)=NC(I)=CN=C1N |
| | 3-AMINO-6-IODOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER Usage And Synthesis |
| Uses | Methyl 3-amino-6-iodopyrazine-2-carboxylate | | Synthesis | General procedure for the synthesis of methyl 3-amino-6-iodopyrazine-2-carboxylate from methyl 3-aminopyrazine-2-carboxylate: 1.5 equivalents of N-iodosuccinimide (NIS) was added to a 25 mL solution of dimethylformamide (DMF) containing 5 g (32.7 mmol) of methyl 3-aminopyrazine-2-carboxylate at room temperature. The reaction mixture was heated to 65 °C and after 1 hour of reaction, 0.5 equivalents of N-iodosuccinimide (NIS) was added and the reaction was continued at 65 °C for 24 hours. After completion of the reaction, the mixture was cooled to room temperature and the solvent was removed by rotary evaporation. Subsequently, the product was extracted several times with dichloromethane. The organic phases were combined, washed with 10% sodium bisulfite solution, dried over anhydrous magnesium sulfate, and concentrated to give 8 g (88% yield) of the yellow solid product methyl 3-amino-6-iodopyrazine-2-carboxylate. The product was analyzed by LC-MS (EI) at m/z (M+1) of 280. 1H NMR (400 MHz, DMSO-d6) δ: 8.50 (1H, s, Ar-H), 7.50 (2H, br s, NH2), 3.20 (3H, s, OCH3). | | References | [1] Chemistry - A European Journal, 2017, vol. 23, # 47, p. 11230 - 11233
[2] Patent: WO2012/101239, 2012, A1. Location in patent: Page/Page column 56
[3] Patent: US2013/85144, 2013, A1. Location in patent: Paragraph 0288; 0289; 0290
[4] Patent: EP2689778, 2014, A1. Location in patent: Paragraph 0188
[5] Patent: WO2014/16433, 2014, A1. Location in patent: Page/Page column 55 |
| | 3-AMINO-6-IODOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER Preparation Products And Raw materials |
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