75652-51-6

Upstream product

• 100-46-9 benzylamine 
• 76014-80-7 4-Oxo-1-(3-pyridyl)-1-butanone 
• 1205686-82-3 C₁₁H₁₇NO₆S₂ 
• 2055-30-3 3-[(2R)-1-benzyl-2-pyrrolidinyl]pyridine 
• 2055-30-3 (-)-N'-Benzylnornicotine 
• 421557-52-0 3-(4,4-dimethoxy-1-oxobutyl)pyridine 
• 95091-91-1 N-methoxy-N-methylpyridine-3-carboxamide 
• 59-67-6 nicotinic acid 
• 59578-62-0 4-(3-pyridyl)-4-oxobutanol 
• 626-55-1 3-Bromopyridine 
• 76014-83-0 4-Hydroxy-4-(3-pyridyl)-butanol 

Relevant academic research and scientific papers

Racemization method and application of pyridine derivative

The invention belongs to the field of medicines, and particularly relates to a racemization method and application of a pyridine derivative. The method comprises the following steps: carrying out a racemization reaction on the pyridine derivative shown in the following formula I under the action of alkali and a phase transfer catalyst, and carrying out post-treatment to obtain a pyridine derivative racemate, wherein the formula I is shown in the specification. In the formula I, n is selected from -3, -2, -1, 0, 1, 2 and 3, and R represents hydrogen or a C1-C7 carbon-containing group. The alkali is at least one selected from potassium hydroxide, sodium hydroxide and alkali metal alkoxide. The phase transfer catalyst is selected from 18-crown 6-ether, 18-crown 6-ether derivatives, 15-crown 5-ether and 15-crown 5-ether derivatives. A reaction temperature is 20 DEG C to 200 DEG C. The racemization method of the pyridine derivative provided by the invention has the advantages of mild conditions, high racemization speed, few side reactions, high yield, low cost and high practical value, and is suitable for large-scale industrial production and application.

Microwave-assisted iridium-catalyzed synthesis of nicotine and anabasine derivatives

Various functionalized nicotine and anabasine analogues are synthesized via a three-step sequence that exploits a microwave-assisted iridium-catalyzed N-heterocyclization of 1,4- and 1,5-diols for the construction of the pyrrolidine and piperidine ring systems. The microwave-assisted N-heterocyclization furnishes derivatives of nicotine and anabasine in good yields (50-75%) with overall yields ranging from 30-50%. Georg Thieme Verlag Stuttgart. New York.

A new and efficient approach to the synthesis of nicotine and anabasine analogues

(Chemical Equation Presented) A straightforward and practical approach was established for the synthesis of nicotine and anabasine analogues by the cyclization of mesylated 1-(3-pyridinyl)-1,4, and 1,5-diol derivatives to form the pyrrolidino or piperidino fragments. Nicotine analogue (S)-15 was prepared with good enantioselectivity using the developed azacyclization procedure of nonracemic (R)-1-pyridin-3-yl-butane-1,4-diol, which was obtained by the borane-mediated reduction of ketone 12 in the presence of the spiroborate ester derived from diphenyl prolinol and ethylene glycol.

Synthesis of nornicotine, nicotine and other functionalised derivatives using solid-supported reagents and scavengers

The sequential use of solid-supported reagents and scavengers has led to an efficient synthesis of the natural products nornicotine 1, nicotine 2 and further fuctionalised derivatives. Also reported is a diastereoselective route to both enantiomers of nicotine 2.