330942-01-3

Basic information

• Product Name: N-(5-Chloro-2-pyridinyl)-2-[(4-cyanobenzoyl)amino]-5-methoxybenzamide
• Synonyms: N-(5-Chloro-2-pyridinyl)-2-[(4-cyanobenzoyl)amino]-5-methoxybenzamide;N-(5-chloropyridin-2-yl)-2-(4-cyanobenzaMido)-5-MethoxybenzaMide;Benzamide, N-(5-chloro-2-pyridinyl)-2-[(4-cyanobenzoyl)amino]-5-methoxy-
• CAS NO: 330942-01-3
• Molecular Formula: C₂₁H₁₅ClN₄O₃
• Molecular Weight: 406.8218
• Product Categories: Betrixaban
• Mol File: 330942-01-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 504.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.42±0.1 g/cm3 (20 ºC 760 Torr)
• PKA: 11.00±0.70(Predicted)
• CAS DataBase Reference: N-(5-Chloro-2-pyridinyl)-2-[(4-cyanobenzoyl)amino]-5-methoxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(5-Chloro-2-pyridinyl)-2-[(4-cyanobenzoyl)amino]-5-methoxybenzamide(330942-01-3)
• EPA Substance Registry System: N-(5-Chloro-2-pyridinyl)-2-[(4-cyanobenzoyl)amino]-5-methoxybenzamide(330942-01-3)

Safety Data

• Hazardous Substances Data: 330942-01-3(Hazardous Substances Data)

Usage

General Description

N-(5-Chloro-2-pyridinyl)-2-[(4-cyanobenzoyl)amino]-5-methoxybenzamide is a chemical compound with a complex structure that includes a chloropyridinyl group, a cyanobenzoyl group, and a methoxybenzamide group. It is commonly used in research and development of pharmaceuticals, particularly in the study of potential drug candidates for the treatment of various diseases. N-(5-Chloro-2-pyridinyl)-2-[(4-cyanobenzoyl)amino]-5-methoxybenzamide may have potential therapeutic effects due to its molecular structure and chemical properties, and further studies are needed to fully understand its biological activities and potential applications in medicine.

Upstream product

• 619-65-8 4-cyanobenzoic Acid 
• 1072-98-6 5-chloro-2-pyridylamine 
• 1882-69-5 5-methoxy-2-nitro-benzoic acid 
• 6068-72-0 4-cyanobenzoyl chlorIde 
• 280773-16-2 5-methoxy-2-nitro-N-(5-chloro-pyridine-2-yl)benzamide 
• 504-29-0 2-aminopyridine 
• 1616693-67-4 C₁₃H₁₁N₃O₄ 
• 280773-17-3 2-amino-N-(5-chloro-pyridin-2-yl)-5-methoxy-benzamide 
• 64459-25-2 4-cyanophenyl chloroformate 
• 40465-45-0 p-cyanophenyl isocyanate 

Downstream Products

• 936539-81-0 N-(5-chloro-2-pyridinyl)-2-((4-cyanobenzoyl)amino)-5-methoxybenzamide hydrochloride 
• 330942-05-7 betrixaban 
• 936539-80-9 N-(5-chloropyridin-2-yl)-2-[4-(N,N-dimethylcarbamimidoyl)benzamido]-5-methoxybenzamide maleic acid salt 
• 330942-22-8 ethyl 2-{3-[N-(5-chloro(2-pyridyl))carbamoyl]-4-[(4-cyanophenyl)carbonylamino]phenoxy}acetate 
• 330942-21-7 N-(5-chloro(2-pyridyl)){6-[(4-cyanophenyl)carbonylamino]-3-hydroxyphenyl}carboxamide 

Relevant articles and documents

A facile method for the synthesis of Betrixaban

A facile method for the synthesis of N-(5-chloropyridin-2-yl)-2-(4-(N,N-dimethylcarbamimidoyl)benzamido)-5-methoxybenzamide (Betrixaban) from 5-methoxy-2-nitrobenzoic acid is achieved by reduction, acylation, chlorination, acylation and the formation of the amidine. A dechlorinated impurity is avoided in this method. Using tetrahydrofuran as the solvent in the four steps makes its recovery easier. The total yield of the target compound is about 40% and this method is suitable for large-scale production.

Synthetic process of betrixaban

The invention provides a synthetic process of betrixaban, and particularly relates to the field of pharmaceutical manufacturing. S1, 1-(3-dimethyl amine propyl)-3-ethyl carbon imidodicarbonic diamide,N-hydroxysuccinimide (NHS) and paracyanobenzoic acid are introduced into a solution, and activation of cyanobenzoic acid is achieved; S2, the activated cyanobenzoic acid reacts with 2-amine-N-(5-chlorine group-2-pyridyl)-5-methoxybenzamide, appropriate methyl alcohol is added in a reaction container, cooling is conducted for devitrification, and a midbody I is obtained through filter; S3, moistureless condition is guaranteed, and acetylchloride is dropwise added; the midbody I is added, and evaporation is conducted until it is guaranteed that materials are dried; reaction with a tetrahydrofuran solution of dimethylamine is conducted, and a midbody II is generated under action of sodium hydroxide; and S4, the midbody II reacts with maleic acid at 60-70 DEG C to obtain the betrixaban. According to the synthetic process of the betrixaban, the reaction condition is mild, the yield is high, impurities are less, gas preparation is reduced, corrosion on equipment is reduced, and the cost oflater-stage environmental protective treatment is low.

Preparation method of betrixaban maleate

The invention provides a preparation method of betrixaban maleate. According to the preparation method, paracyanobenzoic acid and 2-amino-N-(5-chloro-2-pyridyl)-5-methoxy benzamide are subjected to acoupled reaction; in a coupling process, a new coupling catalyst is selected for use; EDC and NHS are applied to a combined way; a coupling product reacts with alcohol under the acidic condition so asto generate pinner salt; in the process, acetyl chloride is enabled to react with alcohols, so that hydrogen chloride needed by the reaction is provided. The way of directly introducing hydrogen chloride gas is eliminated, so that gas preparation and corrosion of equipment are reduced. In a whole reaction process, the method is mild in reaction conditions and higher in yield, thus being suitablefor industrial production.