3764-02-1

Upstream product

• 107-12-0 propiononitrile 
• 19481-82-4 2-bromopropionitrile 
• 105-37-3 Ethyl propionate 
• 7647-01-0 hydrogenchloride 
• 554-12-1 propanoic acid methyl ester 
• 14904-46-2 3-amino-2-methyl-pent-2-enenitrile 

Downstream Products

• 943101-19-7 1-(5-amino-3-ethyl-4-methylpyrazol-1-yl)-4-(4-methoxyphenyl)-5H-2,3-benzodiazepine 
• 153458-34-5 3-ethyl-4-methyl-isoxazol-5-ylamine 

Relevant academic research and scientific papers

Synthesis of dihydrobenzofurans with quaternary carbon center under mild and neutral conditions

A new method has been developed for the construction of dihydrobenzofurans from O-aryloxime ethers bearing an α-cyano group using a sequential regioselective isomerization/[3,3]-sigmatropic rearrangement/cyclization reaction in MeOH without any catalysts under neutral conditions at ambient temperature. The current transformation provides environmentally benign and atom-economical access to a variety of dihydrobenzofurans containing a quaternary carbon from readily available cyclic and acyclic oxime ethers.

QUINOLINE DERIVATIVES

The invention concerns quinoline derivatives of Formula I or a pharmaceutically-acceptable salt thereof, wherein each of X1, p, R1, q, R2, R3, R4, R5Ring A, r and R6 has any of the meanings defined hereinbefore in the description; processes for their preparation, pharmaceutical compositions containing them and their use in the manufacture of a medicament for use in the treatment of cell proliferative disorders.

QUINAZOLINE DERIVATIVES

The invention concerns quinazoline derivatives of Formula (I) or a pharmaceutically-acceptable salt thereof, wherein each of X1, p, R1, q, R2, R3, R4, R5, Ring A, r and R6 has any of the meanings defined hereinbefore in the description; processes for their preparation, pharmaceutical compositions containing them and their use in the manufacture of a medicament for use in the treatment of cell proliferative disorders.

Synthesis of 3-Oxo-8-oxabicyclooct-6-ene-2-carbonitriles from γ-Bromo-β-oxonitriles and Furan via Cycloaddition of 1-Cyanoallylium-2-olates

Some γ-bromo-β-oxonitriles 3 react with furan in the presence of silver oxide to form stereoselectively the title compounds 7.Satisfying yields are obtained only with those bromides 3, whose γ-carbon is tertiary or which are monoalkylated both at the α- and γ-carbon atoms.The results are explained by a cycloaddition of 1-cyanoallylium-2-olate intermediates (14) to the 1,3-diene system of the furan.With cyclic γ-bromo-β-oxonitriles (6) two types of cycloadducts were observed: 3-bromo-3-methyl-2-oxocyclohexanecarbonitrile (6b) and 3-bromo-2-oxocyclododecanecarbonitrile (6d) form the tricyclic cycloadduts 10b and d, analogs of the bicyclic adducts 7.With 3-bromo-2-oxocyclohexanecarbonitrile (6a) and 3-bromo-5-tert-butyl-2-oxocyclohexanecarbonitrile (6e), however, the carbonyl oxygen is connected with an α-carbon of the furan to give the tricyclic cycloadducts 12Aa and Ae.The structure endo-2,endo-4-dimethyl-3-oxo-8-oxabicyclooct-6-ene-exo-2-carbonitrile (7eα) was determined by X-ray analysis.