639807-18-4

Basic information

• Product Name: 2-Cyclopropylaminonicotinic acid
• Synonyms: 2-(cyclopropylamino)pyridine-3-carboxylic acid
• CAS NO: 639807-18-4
• Molecular Formula: C₉H₁₀N₂O₂
• Molecular Weight: 178
• Mol File: 639807-18-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 380.053 °C at 760 mmHg
• Flash Point: 183.65 °C
• Appearance: /
• Density: 1.437
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.703
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.82±0.36(Predicted)
• CAS DataBase Reference: 2-Cyclopropylaminonicotinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclopropylaminonicotinic acid(639807-18-4)
• EPA Substance Registry System: 2-Cyclopropylaminonicotinic acid(639807-18-4)

Safety Data

• Hazardous Substances Data: 639807-18-4(Hazardous Substances Data)

Usage

General Description

2-Cyclopropylaminonicotinic acid is a chemical compound with the formula C7H7NO2. It is a derivative of nicotinic acid with a cyclopropylamine group attached to the pyridine ring. 2-Cyclopropylaminonicotinic acid has been studied for its potential pharmaceutical applications, particularly in the development of new drugs for various medical conditions. It has been shown to exhibit biological activities, including potential anti-inflammatory and anti-tumor properties. Research into the synthesis and pharmacological properties of 2-Cyclopropylaminonicotinic acid is ongoing, with potential for further exploration and development in the field of medicinal chemistry.

InChI:InChI=1/C9H10N2O2/c12-9(13)7-2-1-5-10-8(7)11-6-3-4-6/h1-2,5-6H,3-4H2,(H,10,11)(H,12,13)

Upstream product

• 2942-59-8 2-chloronicotinic acid 
• 765-30-0 Cyclopropylamine 
• 6602-54-6 2-chloro-3-pyridinecarbonitrile 
• 129618-40-2 Nevirapine 
• 1350539-29-5 11-cyclopropyl-4-methyl-6-oxo-6,11-dihydro-5H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-2-yl acetate 
• 52583-90-1 2-cyclopropylaminonicotinonitrile 

Downstream Products

• 133627-47-1 N-(2-chloro-4-methyl-3-pyridinyl)-2-(cyclopropylamino)-3-pyridinecarboxamide 
• 129618-40-2 Nevirapine 

Relevant articles and documents

Simple preparation method of nevirapine

The invention relates to a simple preparation method of nevirapine. In the invention, 2-nitro-3-methyl-4-halo-5-oxo-n-valerate is obtained by 1,4-addition reaction of 2-nitroacetate and 2-halogenatedcrotonaldehyde, then 3-nitro-4-methylpyridine-2-one is obtained by cyclization with ammonia, and 2-chloro-3-nitro-4-methylpyridine is prepared by chlorination reagent. 2-cyclopropyl aminonicotinic acid is prepared from 2-chloronicotinic acid and cyclopropylamine through a first substitution reaction, 2-[N-cyclopropyl-N-(3-nitro-4-methylpyridine-2-yl)] aminonicotinic acid is prepared from 2-chloro-3-nitro-4-methylpyridine through a second substitution reaction, and nevirapine is prepared through catalytic hydrogenation and amidation reaction. The method has the advantages of cheap and easily available raw materials, mild process, simple and convenient operation, high reaction activity, high product yield and purity, and small amount of three wastes.

LOWCOST, HIGH YIELD SYNTHESIS OF NEVIRAPINE

Improved methods of producing the HIV drug substance, nevirapine are provided. The methods employ a cost effective and high yield synthetic methods for preparing the nevirapine building block 2-chloro-3-amino-4-picoline (CAPIC) and 2-cyclopropyl amino nicotinate (Me-CAN), and improvements in other steps of nevirapine synthesis.

Method for making nevirapine

A process for making nevirapine, comprising the following steps: (a) reacting a 2-halo-3-pyridinecarbonitrile of the formula ?wherein X is a fluorine, chlorine, bromine or iodine atom, preferably chlorine or bromine, with cyclopropylamine, to yield 2-(cyclopropylamino)-3-pyridinecarbonitrile; (b) hydrolyzing the 2-(cyclopropylamino)-3-pyridinecarbonitrile to yield 2-(cyclopropylamino)-3-pyridine carboxylic acid; (c) isolating the 2-(cyclopropylamino)-3-pyridine carboxylic acid from the reaction medium; (e) treating the 2-(cyclopropylamino)-3-pyridine carboxylic acid with a chlorinating agent, to yield 2-(cyclopropylamino)-3-pyridinecarbonyl chloride; (f) reacting the 2-(cyclopropylamino)-3-pyridine carbonyl chloride with a 2-halo-4-methyl-3-pyridinamine of the formula ?wherein X is a fluorine, chlorine, bromine or iodine atom, preferably chlorine or bromine, to produce an N-(2-halo-4-methyl-3-pyridinyl)-2-(cyclopropylamino)-3-pyridinecarboxamide; and (g) cyclizing the N-(2-halo-4-methyl-3-pyridinyl)-2-(cyclopropylamino)-3-pyridinecarboxamide by treatment with a strong base, to yield nevirapine.