1269662-73-8

Basic information

• Product Name: (E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-enoylamine
• Synonyms: (E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-enoylamine
• CAS NO: 1269662-73-8
• Molecular Weight: 583.09
• Mol File: 1269662-73-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-enoylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-enoylamine(1269662-73-8)
• EPA Substance Registry System: (E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-enoylamine(1269662-73-8)

Safety Data

• Hazardous Substances Data: 1269662-73-8(Hazardous Substances Data)

Usage

Uses

Pyrotinib, is a potent and selective EGFR/HER2 dual inhibitor.

Upstream product

• 848139-78-6 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile 
• 59378-81-3 1-(tert-butoxycarbonyl)prolin-2R-ol 
• 3554-65-2 (R)-N-methylpyrrolidine-2-methanol 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 69610-40-8 N-(tert-butoxycarbonyl)-L-prolinol 
• 1269662-79-4 diethyl ({[4-({3-chloro-4-[(pyridin-2-yl)methoxy]phenyl}amino)-3-cyano-7-ethoxyquinolin-6-yl]carbamoyl}methyl)phosphonate 
• 852324-28-8 (2R)-1-methylpyrrolidine-2-formaldehyde 
• 121-88-0 5-Nitro-2-aminophenol 

Downstream Products

• 1397922-61-0 (R,E)-N-(4-(3-chloro-4-(pyridine-2-ylmethoxy)phenylamino)-3-cyano-7-ethoxyquinoline-6-yl)-3-(1-methylpyrrolidinyl-2-yl)acrylamide dimaleate salt 
• 1397922-61-0 (E)-N-[4-[[3-chloro-4-(2-pyridylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]-3-[(2R)-1-methylpyrrolidin-2-yl]prop-2-enamide maleate 
• 1397922-62-1 (E)-N-[4-[[3-chloro-4-(2-pyridylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolyl]-3-[(2R)-1-methylpyrrolidin-2-yl]prop-2-enamide L-malate 

Relevant articles and documents

Preparation method of pyrrotinib

The invention discloses a preparation method of pyrrotinib, and belongs to the technical field of chemical synthesis of medicines. The preparation method comprises the following steps: 1, preparing R,E-N-(-2-hydroxy- 4-nitrophenyl)-3- (-1-methyl pyrrolidine -2-yl)acrylamide; 2, preparing (R, E)-N -(2-ethoxy -4-nitrophenyl)-3- (1-methyl pyrrolidine -2-yl)acrylamide; 3, preparing (R,E)-N-(4-amino-2-ethoxyphenyl)-3-(1-methylpyrrolidine-2-yl)acrylamide; 4, preparing (2E)-N -(4-amino- 3-cyano- 7-ethoxy quinoline -6-yl)-3- [(2R)-1-methyl pyrrolidine- 2-yl] acrylamide; and 5, preparing the pyrrotinib. The method has the advantages of easily available raw materials, simple process, economy, environmental protection, and facilitation of improvement and control of the quality of final product bulkdrugs.

Synthesis method of pyrotinib

The invention discloses a synthesis method of pyrotinib, which belongs to the technical field of chemical synthesis of medicines. The preparation method comprises the following steps of firstly, reacting 2-[(4-bromo-2-chlorophenoxy)methyl]pyridine with n-butyllithium at a low temperature, and then carrying out a boronation reaction with an organic boron reagent to obtain [3-chloro-4-(pyridine-2-ylmethoxy)phenyl]boric acid, enabling (2E)-N-(4-amino-3-cyano-7-ethoxy quinoline-6-yl)-3-[(2R)-1-methyl pyrrolidine-2-yl] acrylamide and the obtained [3-chloro-4-(pyridine-2-yl methoxy)phenyl]boric acid to be subjected to a catalytic coupling reaction in a system of a copper catalyst, a base catalyst and a solvent, and acquiring pyrotinib. The method has the characteristics of readily available rawmaterials, simple process, economy, environmental protection and the like, is beneficial to quality control and improvement of final product raw material medicines, is suitable for industrial production and is beneficial to promoting cheap development of the raw material medicines.

Compound (E)-3-(1-methylpyrrolidine-2-yl)-acrylic hydrochloride and synthetic method

The invention discloses a compound (E)-3-(1-methylpyrrolidine-2-yl)-acrylic hydrochloride and a synthetic method. The compound is structurally as shown in a formula (I). The synthetic method of the compound comprises the following steps: using BOC-L-prolinol (or BOC-D-prolinol) as an initial material, and by oxidization, forming aldehyde; removing a BOC protective agent; then reacting with haloalkane; then by a Wittig reaction, synthesizing (S,E)-3-(1-methylpyrrolidine-2-yl)-ethyl acrylate; after hydrolysis, salifying to obtain (S,E)-3-(1-methylpyrrolidine-2-yl)-acrylic hydrochloride [or (R,E)-3-(1-methylpyrrolidine-2-yl)-acrylic hydrochloride]. The compound, as a medical intermediate, can be used for preparing quinazoline or quinolines medicine derivatives. The formula is shown in the description.