| Identification | Back Directory | [Name]
Ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate | [CAS]
179688-27-8 | [Synonyms]
Erlotinibint-E1
Erlotinib Imp.42
Erlotinib Impurity 89
Erlotinib interMidiate IV
Ethyl 2-amino-4,5-bis(2-methoxyethoxy)
4,5-bis(2-methoxyethoxy)-2-aminobenzoate
Ethyl 2-aMino-4,5-bis(2-Methoxyethoxy)benzoate
Ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate
Methyl 2-amino-4,5-bis(2-methoxyethoxy)benzoate
2-Amino-4,5-bis(2-methoxyethoxy)benzoic acid ester
ethyl 2-aMino-4,5-bis(2-Methoxyethoxy)benzoate HCL
2-amino-4.5 - bis -(methoxy ethoxy) ethyl benzoate
4,5-Bis(2-methoxyethoxy)anthranilic acid ethyl ester
2-Amino-4,5-bis(2-methoxyethoxy)benzoic acid ethyl ester
Benzoic acid,2-aMino-4,5-bis(2-Methoxyethoxy)-, ethyl ester
Ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate 2-Amino-4,5-bis(2-methoxyethoxy)benzoic acid ethyl ester | [EINECS(EC#)]
700-551-3 | [Molecular Formula]
C15H23NO6 | [MDL Number]
MFCD11618122 | [MOL File]
179688-27-8.mol | [Molecular Weight]
313.35 |
| Chemical Properties | Back Directory | [Boiling point ]
456.4±45.0 °C(Predicted) | [density ]
1.148 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [pka]
2.52±0.10(Predicted) |
| Hazard Information | Back Directory | [Uses]
2-Amino-4,5-bis(2-methoxyethoxy)benzoic Acid Ethyl Ester is an intermediate in the synthesis of Erlotinib (E625000, HCl); a selective epidermal growth factor receptor (EGFR)-tyrosine kinase inhibitor and antineoplastic agent. | [Synthesis]
GENERAL METHOD: A mixture of ethyl 4,5-bis(2-methoxyethoxy)-2-nitrobenzoate (1.0 mmol), hydrazine hydrate (NH2NH2-H2O, 2.5 eq.), and H2O2-treated activated charcoal powder (AC, 50 wt%) in N,N-dimethylformamide (DMF, 1.5 mL) was placed under vigorous magnetic stirring at 100 °C. . The reaction process was monitored by liquid chromatography-mass spectrometry (LC-MS) or gas chromatography-mass spectrometry (GC-MS). Upon completion of the reaction, the reaction mixture was filtered to remove the catalyst. The combined organic phases were dried with anhydrous sodium sulfate (Na2SO4) and filtered. The solvent was removed by distillation under reduced pressure to afford the target product ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate. All the compounds were confirmed by 1H nuclear magnetic resonance (NMR) and mass spectrometry (MS) analysis and validated by comparison with data reported in the literature. | [References]
[1] Journal of Chemical Research, 2017, vol. 41, # 9, p. 509 - 512
[2] Patent: CN107382880, 2017, A. Location in patent: Paragraph 0028
[3] Research on Chemical Intermediates, 2013, vol. 39, # 6, p. 2303 - 2309
[4] Patent: CN103709110, 2016, B. Location in patent: Paragraph 0065; 0066
[5] Journal of Labelled Compounds and Radiopharmaceuticals, 2005, vol. 48, # 11, p. 829 - 843 |
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