107971-38-0

Usage

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 4549, 1986 DOI: 10.1016/S0040-4039(00)85000-5

Upstream product

• 620-08-6 4-methoxypyridine 
• 676-58-4 methylmagnesium chloride 
• 1885-14-9 phenyl chloroformate 
• 917-64-6 methyl magnesium iodide 
• 75-16-1 methylmagnesium bromide 
• 1122-96-9 4-methoxypyridine N-oxide 

Downstream Products

• 173606-57-0 5-Iodo-2-methyl-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester 
• 335266-03-0 4-oxo-2-methyl-pyridine-1-carboxylic acid phenyl ester 
• 173606-61-6 2-Methyl-4-oxo-5-vinyl-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester 
• 121507-78-6 2,6-trans-6-methyl-1-phenoxycarbonyl-2-propyl-1,2,5,6-tetrahydro-pyridine 
• 121507-78-6 2,6-cis-6-methyl-1-phenoxycarbonyl-2-propyl-1,2,5,6-tetrahydro-pyridine 
• 121507-77-5 4-Methoxy-2-methyl-3,4-dihydro-2H-pyridine-1-carboxylic acid phenyl ester 

Relevant academic research and scientific papers

Synthesis and structure - Activity relationship studies of novel dihydropyridones as androgen receptor modulators

A library of 3-hydroxy-2,3-dihydropyridones was synthesized, and their activities as antiandrogens were tested in the human prostate cancer cell line LNCaP. Structure-activity relationship (SAR) studies resulted in the identification of a potent compound

PYRAZOLOPYRIMIDINES, A PROCESS FOR THEIR PREPARATION AND THEIR USE OF MEDICINE

Substituted pyrazolopyrimidine derivatives of formula (I) wherein R1 represents chloro or bromo; R2, R3, R4, R5, R6 and R7 independently represent e.g. hydrogen or C1-6-alkyl; R8 represents a radical R9 or a radical R10, whereby one of the two radicals R8 represents R9 and the other radical R8 represents Ret; R9 represents e.g. a phenyl or thiophene group, and R10 represents e.g. hydrogen or methyl; are potent mGluR5 modulators and are useful for the prevention of acute and chronic neurological disorders.

C-3 acetoxylation of N-acyl-2,3-dihydro-4-pyridones

Stereoselective acetoxylation at the C-3 position of N-acyl-2-alkyl- 2,3-dihydro-4-pyridones was effected with Pb(OAc)4 in refluxing toluene.

REGIO- AND STEREOSELECTIVE ADDITION OF NUCLEOPHILES TO 1-PHENOXYCARBONYL-2,3-DIHYDROPYRIDINIUM SALTS

Several 2-alkyl-1-phenoxycarbonyl-Δ3-piperidines were prepared by the addition of alkylzinc iodides to dihydropyridinium salt (9).The treatment of 4-hydroxy-2-methyl-1-phenoxycarbonyl-1,2,3,4-tetrahydropyridine (12) with allyltrimethylsilane in the presence of a variety of Lewis acids was studied and found to give cis- and trans-2,6-dialkyl-Δ3-piperidines (14) and (15) in moderate to good yield.Among the Lewis acids studied, stannyl chloride gave the best yield with good stereoselectivity (84:16) favoring the cis-isomer (14).The analogous reaction of the 4-metho xy derivative (13) with organozinc reagents was examined and found to give the cis-isomers (17) as the major products.Using this metodology, the cis-piperidine alkaloid (+/-)-dihydropinidine, was prepared in six steps from 4-methoxypyridine.

THE ADDITION OF ALKYLZINC IODIDES TO 1-(PHENOXYCARBONYL)-2,3-DIHYDROPYRIDINIUM SALTS. A SYNTHESIS OF 2-ALKYL-Δ3-PIPERIDINES.

Several 2-alkyl-1-(phenoxycarbonyl)-Δ3-piperidines were prepared by the addition of alkylzinc iodides to 1-(phenoxycarbonyl)-2,3-dihydropyridinium salts.

ADDITION OF GRIGNARD REAGENTS TO 1-ACYL-4-METHOXYPYRIDINIUM SALTS. AN APPROACH TO THE SYNTHESIS OF QUINOLIZIDINONES.

The addition of Grignard reagents to 1-acyl-4-methoxypyridinium salts gives 2-substituted 1-acyl-2,3-dihydropyridones.This reaction was utilized to synthesize (+/-)-epi-myrtine and trans-4-phenylquinolizidin-2-one.