1005499-19-3

Basic information

• Product Name: 3-chloro-N-(2-methoxyphenyl)pyridin-2-amine
• Synonyms: 3-chloro-N-(2-methoxyphenyl)pyridin-2-amine
• CAS NO: 1005499-19-3
• Molecular Formula: C₁₂H₁₁ClN₂O
• Molecular Weight: 235
• Mol File: 1005499-19-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-chloro-N-(2-methoxyphenyl)pyridin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chloro-N-(2-methoxyphenyl)pyridin-2-amine(1005499-19-3)
• EPA Substance Registry System: 3-chloro-N-(2-methoxyphenyl)pyridin-2-amine(1005499-19-3)

Safety Data

• Hazardous Substances Data: 1005499-19-3(Hazardous Substances Data)

Upstream product

• 2402-77-9 2,3-dichloro-pyridine 
• 90-04-0 2-methoxy-phenylamine 

Downstream Products

• 105529-94-0 8-methoxy-9H-pyrido[2,3-b]indole 

Relevant articles and documents

Synthesis of α-carbolines starting from 2,3-dichloropyridines and substituted anilines

9H-α-Carbolines have been prepared via consecutive intermolecular Buchwald-Hartwig reaction and Pd-catalyzed intramolecular direct arylation from commercially available 2,3-dichloropyridines and substituted anilines. The combination of a high reaction temperature (180°C) and the use of DBU were found to be crucial for the intramolecular direct arylation reactions of the 3-chloro-N-phenylpyridin-2-amines as no reaction was observed at 120°C and 180°C using different inorganic and other organic bases. On the other hand, nitrogen-methylated pyridine analogues of these substrates {N-[3-chloro-1- methylpyridin-2(1H)-ylidene]anilines} do undergo ring closure at 120°C, with K3PO4 as base, affording the respective 1-methyl-1H-α-carbolines in good yields.

ALPHA-CARBOLINE DERIVATIVES AND METHODS FOR PREPARATION THEREOF

To provide methods for preparing alpha-carboline derivatives in few steps, as well as conveniently and industrially advantageously. A method for preparation of a compound represented by Formula (II) or a salt thereof, comprising subjecting a compound represented by Formula (I) or a salt thereof to a ring closure reaction in the presence of a palladium catalyst, a ligand, and a base; a method for preparation of a compound represented by Formula (IX) or a salt thereof, comprising subjecting a compound represented by Formula (VII) or a salt thereof to a ring closure reaction in the presence of a palladium catalyst, a ligand, and a base, and subsequently to an aromatization reaction; and methods for preparation of compounds represented by Formulae (XV), (XVII), and (XIX) or a salt thereof, comprising subjecting respective compounds represented by Formulae (II) and (IX) or a salt thereof to a reaction for introducing a leaving group when necessary, and subsequently to a coupling reaction: wherein the symbols respectively represent the same meaning as defined in the present specification.