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| | Ethyl 2-amino-1H-pyrrole-3-carboxylate Basic information |
| Product Name: | Ethyl 2-amino-1H-pyrrole-3-carboxylate | | Synonyms: | 2-amino-1H-Pyrrole-3-carboxy-lic acid ethyl ester;ETHYL 2-AMINO-1H-PYRROLE-...;1H-Pyrrole-3-carboxylicacid, 2-aMino-, ethyl ester;SKL228;Ethyl 2-Aminopyrrole-3-carboxylate;1H-Pyrrole-3-carboxylic acid, 2-amino-, ethyl ester (9CI, ACI);2-amino-1H-Pyrrole-3-carboxylic acid ethyl ester (9CI ACI);Ethyl 2-amino-1H-pyrrol-3-carboxylate | | CAS: | 108290-86-4 | | MF: | C7H10N2O2 | | MW: | 154.17 | | EINECS: | | | Product Categories: | | | Mol File: | 108290-86-4.mol |  |
| | Ethyl 2-amino-1H-pyrrole-3-carboxylate Chemical Properties |
| Boiling point | 360.5±22.0 °C(Predicted) | | density | 1.238±0.06 g/cm3(Predicted) | | storage temp. | -20°C, protect from light | | pka | 18.24±0.50(Predicted) | | Appearance | Light green to green Solid | | InChI | InChI=1S/C7H10N2O2/c1-2-11-7(10)5-3-4-9-6(5)8/h3-4,9H,2,8H2,1H3 | | InChIKey | XKJUSNOUOLSNJN-UHFFFAOYSA-N | | SMILES | N1C=CC(C(OCC)=O)=C1N | | CAS DataBase Reference | 108290-86-4 |
| | Ethyl 2-amino-1H-pyrrole-3-carboxylate Usage And Synthesis |
| Uses | 2-Amino-1H-Pyrrole-3-carboxylic acid ethyl ester acts as a reagent in the synthesis of pyrrolo pyrimidines which functions as glucocerebrosidase activators use in treatment of medical disorders. | | Synthesis | 1. Preparation of ethyl 2-amino-1H-pyrrole-3-carboxylate. Ethyl 3-amino-3-iminopropionate (390 mg, 3.0 mmol) was dissolved in ethyl acetate (20 mL) under argon protection with vigorous stirring. Anhydrous chloroacetaldehyde was added rapidly at 22 °C. The reaction mixture was stirred for 10 minutes and then heated to reflux for 20 minutes. Cool to room temperature and filter through a silica gel column (15 g). The residue in the reaction flask was washed several times with ethyl acetate (20 mL x 5) and the filtrates were combined. The filtrate was concentrated under reduced pressure to give 120 mg of light yellow solid product in 47% yield. The product was characterized as follows: 1H NMR (500 MHz, CDCl3) δ (ppm): 7.92 (br, 1H), 6.28 (t, J = 2.8 Hz, 1H), 6.15 (dd, J = 2.0 Hz, 1H), 4.94 (br, 2H), 4.24 (q, J = 7.1 Hz, 2H), 1.33 (t, J = 7.1 Hz, 3H).13C NMR (125 MHz, CDCl3) δ (ppm): 166.5, 145.4, 110.3, 107.5, 94.5, 59.3, 14.7. | | References | [1] Journal of Heterocyclic Chemistry, 1986, vol. 23, # 5, p. 1555 - 1560
[2] Patent: WO2017/4408, 2017, A1. Location in patent: Paragraph 0087; 0089; 0090
[3] Patent: WO2016/73891, 2016, A1. Location in patent: Paragraph 00204
[4] Patent: US9447100, 2016, B2. Location in patent: Page/Page column 556; 557 |
| | Ethyl 2-amino-1H-pyrrole-3-carboxylate Preparation Products And Raw materials |
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