215305-99-0

Basic information

• Product Name: 3-(2-Boc-aminoethyl)pyridine
• Synonyms: Carbamicacid, [2-(3-pyridinyl)ethyl]-, 1,1-dimethylethyl ester (9CI);[2-(Pyridin-3-yl)ethyl]carbamic acid tert-butyl ester
• CAS NO: 215305-99-0
• Molecular Formula: C₁₂H₁₈N₂O₂
• Molecular Weight: 222.28
• Product Categories: pharmacetical
• Mol File: 215305-99-0.mol

Chemical Properties

• Boiling Point: 362.0±25.0 °C(Predicted)
• Appearance: /
• Density: 1.056±0.06 g/cm3(Predicted)
• PKA: 12.43±0.46(Predicted)
• CAS DataBase Reference: 3-(2-Boc-aminoethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-Boc-aminoethyl)pyridine(215305-99-0)
• EPA Substance Registry System: 3-(2-Boc-aminoethyl)pyridine(215305-99-0)

Safety Data

• Hazardous Substances Data: 215305-99-0(Hazardous Substances Data)

Upstream product

• 3099-31-8 nicotinyl chloride 
• 1314538-55-0 potassium tert-butyl N-[(trifluorolambda-4-boranyl)methyl]carbamate 
• 1120-90-7 3-iodopyridine 
• 7150-72-3 t-butyl N-vinylcarbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1321892-09-4 N-formyl-N-vinyl-carbamic acid tert-butyl ester 
• 20173-24-4 2-pyridin-3-ylethylamine 

Relevant articles and documents

Synthesis of Arylethylamines via C(sp3)-C(sp3) Palladium-Catalyzed Cross-Coupling

Substituted arylethylamines represent a key structural motif in natural, pharmaceutical, and agrochemical compounds. Access to such scaffolds has been the subject of long-standing synthetic interest. Herein, we report the synthesis of such scaffolds via a palladium-catalyzed C(sp3)-C(sp3) coupling between (chloromethyl)aryls and air-/moisture-stable N,N-dialkylaminomethyltrifluoroborate salts. Rapid hit identification was achieved using microscale high-throughput experimentation and was followed by millimolar-scale reaction parameter optimization. A range of structurally and electronically varied arylethylamine products were obtained in moderate to excellent yields (27-96%, >60 examples). The reaction mechanism is proposed to proceed via formation of a trialkylbenzylammonium species prior to oxidative addition.

Catalytic Strategy for Regioselective Arylethylamine Synthesis

A mild, modular, and practical catalytic system for the synthesis of the highly privileged phenethylamine pharmacophore is reported. Using a unique combination of organic catalysts to promote the transfer of electrons and hydrogen atoms, this system performs direct hydroarylation of vinyl amine derivatives with a wide range of aryl halides (including aryl chlorides). This general and highly chemoselective protocol delivers a broad range of arylethylamine products with complete regiocontrol. The utility of this process is highlighted by its scalability and the modular synthesis of an array of bioactive small molecules.

Discovery and biological evaluation of novel 4-amino-2-phenylpyrimidine derivatives as potent and orally active GPR119 agonists

Novel 4-amino-2-phenylpyrimidine derivatives were synthesized and evaluated as GPR119 agonists. Optimization of the substituents on the phenyl ring at the 2-position and the amino group at the 4-position led to the identification of 3,4-dihalogenated and