1289207-45-9

Upstream product

• 1516-21-8 4-methoxynitrosobenzene 
• 839705-26-9 gleinadiene 
• 616-43-3 3-methylpyrrole 
• 696-62-8 para-iodoanisole 

Downstream Products

• 1289206-65-0 5-chloro-2-(3,5-dimethylisoxazol-4-yl)-1-(4-hydroxyphenyl)-4-methyl-1H-pyrrole-3-carboxamide 
• 1289206-63-8 5-chloro-2-(3,5-dimethylisoxazol-4-yl)-N'-hydroxy-1-(4-hydroxyphenyl)-4-methyl-1H-pyrrole-3-carboximidamide 
• 1289207-46-0 3-bromo-1-(4-methoxyphenyl)-4-methyl-1H-pyrrole 
• 1289207-47-1 1-(4-methoxyphenyl)-4-methyl-1H-pyrrole-3-carbonitrile 
• 1289207-48-2 5-chloro-1-(4-methoxyphenyl)-4-methyl-1H-pyrrole-3-carbonitrile 
• 1289207-49-3 2-bromo-5-chloro-1-(4-methoxyphenyl)-4-methyl-1H-pyrrole-3-carbonitrile 
• 1289207-50-6 5-chloro-2-(3,5-dimethylisoxazol-4-yl)-1-(4-methoxyphenyl)-4-methyl-1H-pyrrole-3-carbonitrile 
• 1289207-51-7 5-chloro-2-(3,5-dimethylisoxazol-4-yl)-1-(4-hydroxyphenyl)-4-methyl-1H-pyrrole-3-carbonitrile 

Relevant academic research and scientific papers

Regioisomeric and Substituent Effects upon the Outcome of the Reaction of 1-Borodienes with Nitrosoarene Compounds

A study of the reactivity of 1-borodienes with nitrosoarene compounds has been carried out showing an outcome that differs according to the hybridization state of the boron moiety. Using an sp2 boron substituent, a one-pot hetero-Diels-Alder/ring contraction cascade occurred to afford N-arylpyrroles with low to good yields depending on the electronic properties of the substituents on the borodiene, whereas an sp3 boron substituent led to the formation of stable boro-oxazines with high regioselectivity in most of the cases, in moderate to good yields. 1H and 11B NMR studies on two boro-oxazine regioisomers showed that selective deprotection can be performed. Formation of either the pyrrole or the furan derivative is pH- and regioisomer-structure-dependent. The results obtained, together with previous B3LYP calculations, support mechanistic proposals which suggest that pyrrole, or furan, formation proceeds via oxazine formation, followed by a boryl rearrangement and an intramolecular addition-elimination sequence.

A novel, efficient synthesis of N-aryl pyrroles via reaction of 1-boronodienes with arylnitroso compounds

A one-pot hetero-Diels-Alder/ring contraction cascade is presented from the reaction of 1-boronodienes and arylnitroso derivatives to derive N-arylpyrroles in moderate to good yields (up to 82%).

SUBSTITUTED PYRROLES AND IMIDAZOLES AS ESTROGEN RECEPTOR LIGANDS

The invention provides a compound of formula (I) wherein G is a pyrrole or imidazole moiety and R4, R5, R6, R7 are as defined in the specification; or a pharmaceutically acceptable ester, amide, solvate or salt thereof, including a salt of such an ester or amide, and a solvate of such an ester, amide or salt. The invention also provides the use of such compounds in the treatment or prophylaxis of a condition associated with a disease or disorder associated with estrogen receptor activity.