| Identification | Back Directory | [Name]
5-METHOXY-2-(1H-PYRROL-1-YL)ANILINE | [CAS]
59194-26-2 | [Synonyms]
5-Methoxy-2-(1H-pyrrol-1-yl)
5-Mehoxy-2-(1H-pyrrol-1-yl)aniline
5-METHOXY-2-(1H-PYRROL-1-YL)ANILINE
1-(2-Amino-4-methoxyphenyl)-1H-pyrrole
5-Methoxy-2-(1H-pyrrol-1-yl)benzenaMine
5-methoxy-2-(1H-pyrrol-1-yl)aniline (en)
Benzenamine, 5-methoxy-2-(1H-pyrrol-1-yl)-
5-methoxy-2-(1H-pyrrol-1-yl)aniline(SALTDATA: 1HCl 0.5H2O) | [Molecular Formula]
C11H12N2O | [MDL Number]
MFCD00047063 | [MOL File]
59194-26-2.mol | [Molecular Weight]
188.23 |
| Chemical Properties | Back Directory | [Melting point ]
41-43°C | [Boiling point ]
345.3±32.0 °C(Predicted) | [density ]
1.13±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [pka]
2.05±0.11(Predicted) |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 5-methoxy-2-(1H-pyrrol-1-yl)aniline from 1-(4-methoxy-2-nitrophenyl)-1H-pyrrole: a methanolic (10 mL) suspension of 1-(4-methoxy-2-nitrophenyl)-1H-pyrrole (3 mmol) and palladium carbon (10%, 60 mg) was stirred for 5 hours under the atmosphere of hydrogen balloon. Upon completion of the reaction, the black solid was removed by filtration and the filtrate was concentrated to afford the crude product of 5-methoxy-2-(1H-pyrrol-1-yl)aniline. The crude product was purified by fast silica gel column chromatography (eluent: ethyl acetate-hexane, gradient to 1:4) to afford the target product as a light yellow oil (97% yield).1H NMR (400 MHz, CDCl3) δ 7.13-7.09 (m, 1H), 6.83-6.82 (m, 2H), 6.40-6.37 (m, 4H), and 3.84 (s, 3H); 13C NMR (100 MHz, CDCl3) δ 159.9, 143.4, 128.2, 122.1, 121.2, 109.2, 103.6, 101.1, 55.4. | [References]
[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 4511 - 4525
[2] Patent: WO2017/149493, 2017, A1. Location in patent: Page/Page column 0150; 0151
[3] Journal of Medicinal Chemistry, 2004, vol. 47, # 8, p. 1997 - 2009
[4] Angewandte Chemie - International Edition, 2014, vol. 53, # 52, p. 14451 - 14455
[5] Angew. Chem., 2014, vol. 126, # 52, p. 14679 - 14683,5 |
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