179688-27-8

Basic information

• Product Name: Ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate
• Synonyms: 2-Amino-4,5-bis(2-methoxyethoxy)benzoic acid ester;2-Amino-4,5-bis(2-methoxyethoxy)benzoic acid ethyl ester;4,5-Bis(2-methoxyethoxy)anthranilic acid ethyl ester;Ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate;Methyl 2-amino-4,5-bis(2-methoxyethoxy)benzoate;Ethyl 2-aMino-4,5-bis(2-Methoxyethoxy)benzoate;Erlotinib interMidiate IV;Benzoic acid,2-aMino-4,5-bis(2-Methoxyethoxy)-, ethyl ester
• CAS NO: 179688-27-8
• Molecular Formula: C15H23NO6
• Molecular Weight: 313.35
• EINECS: 1592732-453-0
• Product Categories: intermidiate of Erlotinib hydrochloride;Erlotinib INTERMEDIATES
• Mol File: 179688-27-8.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 456.4 °C at 760 mmHg
• Flash Point: 183.9 °C
• Appearance: /
• Density: 1.148
• Vapor Pressure: 1.62E-08mmHg at 25°C
• Refractive Index: 1.514
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.52±0.10(Predicted)
• CAS DataBase Reference: Ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate(179688-27-8)
• EPA Substance Registry System: Ethyl 4,5-bis(2-methoxyethoxy)-2-aminobenzoate(179688-27-8)

Safety Data

• Hazardous Substances Data: 179688-27-8(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C15H23NO6/c1-4-20-15(17)11-9-13(21-7-5-18-2)14(10-12(11)16)22-8-6-19-3/h9-10H,4-8,16H2,1-3H3

Upstream product

• 819813-71-3 3,4-bis(2-methoxyethoxy)-benzoic acid 
• 183322-16-9 3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester 
• 3943-89-3 Ethyl protocatechuate 
• 179688-26-7 2-nitro-4,5-bis(2-methoxyethoxy)benzoic acid ethyl ester 

Downstream Products

• 183322-18-1 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline 
• 183319-69-9 erlotinib hydrochloride 
• 179688-29-0 6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one 
• 214484-83-0 4-[(3-dimethylaminophenyl)amino]-5,6-bis(2-methoxyethoxy)-3-quinolinecarbonitrile 
• 1447828-82-1 N¹-(6,7-bis(2-methoxyethoxy)quinazolin-4-yl)-N³,N³-bis(2-chloroethyl)benzene-1,3-diamine hydrochloride 
• 1456621-40-1 N¹-(6,7-bis(2-methoxyethoxy)quinazolin-4-yl)-N²,N²-bis(2-chloroethyl)benzene-1,2-diamine hydrochloride 
• 179688-29-0 6,7-bis-(2-methoxyethoxy)-4(3H)quinazolinone 
• 1351124-92-9 2-hydroxy-4,5-bis(2-methoxy-ethoxy)benzoic acid 
• 1351125-34-2 C₂₇H₂₈FN₃O₆ 
• 1351125-31-9 C₂₅H₂₇ClN₂O₇ 
• 1351125-29-5 C₂₆H₂₇ClFNO₇ 
• 214471-57-5 N'-[2-carbethoxy-4,5-bis(2-methoxyethoxy)phenyl]-N,N-dimethylformamidine 
• 773071-69-5 2-(3-chloromethylbenzoylamino)-4,5-bis-(2-methoxy-ethoxy)-benzoic acid ethyl ester 

Relevant articles and documents

Synthetic method of erlotinib

The invention relates to a synthetic method of erlotinib, and belongs to the technical field of chemical synthesis. The preparation method comprises the following synthesis steps: (1) reacting a compound I with 2-chloroethyl methyl ether to generate a compound II; (2) oxidizing the compound II through peracetic acid to generate a compound III; (3) reacting the compound III with benzene sulfonyl chloride to generate a compound IV; (4) carrying out a ring closing reaction on the compound IV, ammonium chloride and formamide to generate a compound V; (5) reacting the compound V with phosphorus oxychloride to generate a compound VI; and (6) reacting the compound VI with m-aminophenylacetylene to generate a compound VII erlotinib. The invention provides a new synthetic route, and the used raw materials are common materials, are simple and easily available, can adapt to production of various scales, and the synthetic method has good industrial production prospects.

Method for synthesizing erlotinib intermediate with microchannel reactor

The invention discloses a method for synthesizing an erlotinib intermediate with a microchannel reactor, belongs to the field of synthesis of anti-tumor drugs in organic synthesis and solves the problems of low yield, poor purity, high energy consumption,

An efficient method for reduction of nitroaromatic compounds to the corresponding aromatic amines with NH2NH2·H2O catalysed by H2O2-treated activated carbon

An efficient and green protocol for the reduction of nitroaromatic compounds to the corresponding amines has been developed. The reduction catalyst system includes NH2NH2·H2O and H2O2-treated activated carbon. Without adding additional metals, the H2O2-treated activated carbon could be reused for many cycles without decreasing catalytic efficiency. The aromatic amines could be obtained in good to excellent yields.