179688-26-7

Basic information

• Product Name: Ethyl 4,5-bis(2-methoxyethoxy)-2-nitrobenzoate
• Synonyms: 4,5-Bis(2-methoxyethoxy)-2-nitrobenzoic acid ethyl ester;Ethyl 4,5-bis(2-methoxyethoxy)-2-nitrobenzoate;Methyl 4,5-bis(2-methoxyethoxy)-2-nitrobenzoate;Erlotinib interMidiate III;Benzoic acid,4,5-bis(2-Methoxyethoxy)-2-nitro-, ethyl ester;Erlotinib Impurity 6;179688-26-7;4,5-bis(2-methoxyethoxy)-2-nitrobenzoate
• CAS NO: 179688-26-7
• Molecular Formula: C₁₅H₂₁NO₈
• Molecular Weight: 343.32914
• EINECS: 1312995-182-4
• Product Categories: Erlotinib INTERMEDIATES
• Mol File: 179688-26-7.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 467.8 °C at 760 mmHg
• Flash Point: 185.6 °C
• Appearance: /
• Density: 1.215
• Vapor Pressure: 6.29E-09mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: Ethyl 4,5-bis(2-methoxyethoxy)-2-nitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 4,5-bis(2-methoxyethoxy)-2-nitrobenzoate(179688-26-7)
• EPA Substance Registry System: Ethyl 4,5-bis(2-methoxyethoxy)-2-nitrobenzoate(179688-26-7)

Safety Data

• Hazardous Substances Data: 179688-26-7(Hazardous Substances Data)

Usage

Uses

Ethyl 4,5-Bis(2-methoxyethoxy)-2-nitrobenzoate is used in the syntheses of 4-(indol-3-yl)quinazolines as epidermal growth factor receptor tyrosine kinase inhibitors. It is also used to prepare Erlotinib hydrochloride (E625000), a useful drug in treatment of non-?small-?cell lung cancer.

InChI:InChI=1/C15H21NO8/c1-4-22-15(17)11-9-13(23-7-5-20-2)14(24-8-6-21-3)10-12(11)16(18)19/h9-10H,4-8H2,1-3H3

Upstream product

• 3943-89-3 Ethyl protocatechuate 
• 7732-18-5 water 
• 584-08-7 potassium carbonate 
• 6482-24-2 2-Bromoethyl methyl ether 
• 99-50-3 3,4-Dihydroxybenzoic acid 
• 627-42-9 2-chloroethyl methyl ether 
• 819813-71-3 3,4-bis(2-methoxyethoxy)-benzoic acid 
• 183322-16-9 3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester 

Downstream Products

• 179688-27-8 ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate 
• 179688-29-0 6,7-bis-(2-methoxyethoxy)-4(3H)quinazolinone 
• 1347720-70-0 C₂₁H₂₄ClN₃O₅ 
• 1347720-73-3 C₂₁H₂₄BrN₃O₅ 
• 1347720-76-6 C₂₁H₂₄FN₃O₅ 
• 1347720-82-4 C₂₁H₂₄N₄O₇ 
• 1347720-89-1 C₂₂H₂₄F₃N₃O₅ 
• 1347719-48-5 N-{2,3-bis(2-methoxyethoxy)-8H-quinazolino[4,3-b]quinazoline}benzamide 
• 1347720-93-7 C₂₁H₂₃ClFN₃O₅ 
• 1347721-06-5 C₂₂H₂₆ClN₃O₅ 
• 1347720-85-7 C₂₂H₂₄N₄O₅ 
• 1347720-91-5 C₂₂H₂₇N₃O₆ 
• 1347720-94-8 C₂₈H₂₉ClFN₃O₆ 
• 1347721-01-0 C₂₂H₂₆N₄O₈ 

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,

A method for preparing environmental protection of erlotinib hydrochloride

The invention discloses an environment-friendly method for preparing high-yield erlotinib hydrochloride. The method comprises the following steps: directly performing cyclic condensation by taking 2-amino-4,5-di(2-methoxy ethyoxyl) ethyl benzoate hydrochloride as a key intermediate, reacting with aminophenylacetylene to generate erlotinib hydrochloride after performing chlorination, and refining to obtain the high-purity erlotinib hydrochloride. The process route provided by the invention is mild in reaction condition and high in yield; the first-class reagent and other reagents harmful to the environment and the operators are not used, the byproduct is few, the aftertreatment is simple and the commercial process can be easily processed.