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| | METHYL 1-METHYLPYRROLE-2-CARBOXYLATE Basic information |
| Product Name: | METHYL 1-METHYLPYRROLE-2-CARBOXYLATE | | Synonyms: | RARECHEM AL BF 0084;1-METHYLPYRROLE-2-CARBOXYLIC ACID METHYL ESTER;METHYL 1-METHYL-1H-PYRROLE-2-CARBOXYLATE;METHYL 1-METHYLPYRROLE-2-CARBOXYLATE;Methyl-4-methylpyrrole-2-carboxylate;1-Methyl-1H-pyrrole-2-carboxylic acid methyl ester;methyl N-methylpyrrole-2-carboxylate;1H-Pyrrole-2-carboxylicacid, 1-methyl-, methyl ester | | CAS: | 37619-24-2 | | MF: | C7H9NO2 | | MW: | 139.15 | | EINECS: | 000-000-0 | | Product Categories: | | | Mol File: | 37619-24-2.mol |  |
| | METHYL 1-METHYLPYRROLE-2-CARBOXYLATE Chemical Properties |
| Melting point | 80 °C (sublm)(Press: 0.2 Torr) | | Boiling point | 96-98°C 15mm | | density | 1.07±0.1 g/cm3(Predicted) | | refractive index | 1.5220 | | Fp | 96-98°C/15mm | | storage temp. | Sealed in dry,Room Temperature | | pka | -7.04±0.70(Predicted) | | Appearance | Light yellow to brown Liquid | | Water Solubility | Slightly soluble in water. | | BRN | 116477 | | CAS DataBase Reference | 37619-24-2(CAS DataBase Reference) |
| HazardClass | IRRITANT | | HS Code | 2933998090 |
| Provider | Language |
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ALFA
| English |
| | METHYL 1-METHYLPYRROLE-2-CARBOXYLATE Usage And Synthesis |
| Uses | Methyl 1-methylpyrrole-2-carboxylate is used as chemical and organic Intermediates. | | Synthesis | Methyl-1H-pyrrole-2-carboxylate (10 g, 79.9 mmol) was dissolved in anhydrous THF (200 mL) at 0 °C and NaH (3.52 g, 60% w/w, 87.9 mmol) was slowly added. The reaction mixture was stirred at 20 °C for 30 min before CH3I (13.62 g, 95.9 mmol) was added dropwise. The reaction was continued to be stirred at 20 °C for 17 hours. After completion of the reaction, the reaction was quenched by slowly pouring the mixture into aqueous NH4Cl (200 mL). The aqueous phase was extracted with EtOAc (200 mL x 2), the organic layers were combined and washed with brine (150 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: EtOAc/petroleum ether=1/20) to afford methyl 1-methyl-1H-pyrrole-2-carboxylate (9.88 g, 71 mmol, 89% yield) as a yellow oil. Mass spectrum (EI+, m/z): 140.1 [M+H]+. | | References | [1] Organic Letters, 2015, vol. 17, # 11, p. 2652 - 2655
[2] Patent: WO2018/89493, 2018, A1. Location in patent: Paragraph 00214
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 11, p. 3219 - 3223 |
| | METHYL 1-METHYLPYRROLE-2-CARBOXYLATE Preparation Products And Raw materials |
| Raw materials | 1H-Pyrrole-2-carboxylic acid, 3,4,5-trichloro-1-methyl-, methyl ester-->1H-Pyrrole-2-carboxylic acid, 4,4'-thiobis[3,5-dichloro-1-methyl-, dimethyl ester (9CI)-->Methyl 2-pyrrolecarboxylate-->Sarcosine methyl ester hydrochloride-->1-Methyl-5-oxoproline methyl ester-->N-Methylpyrrole-2-carboxaldehyde-->Methanaminium, N-[3-(dimethylamino)-2-propenylidene]-N-methyl-, perchlorate (1:1)-->Pyrrole-2-carboxylic acid-->N-Methylpyrrole-2-carboxylic acid-->Methanol | | Preparation Products | Methyl 5-broMo-1-Methyl-1H-pyrrole-2-carboxylate |
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