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US 9,802,980 B2Granted
Method for producing pyrazoles, novel pyrazoles and applications thereof
AssigneeCommissariat A L'energie Atomique Et Aux Energies Alternatives
InventorsFrederic Taran, Manon Chaumontet, Sergii Kolodych, Evelia Rasolofonjatovo Andovola
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Abstract
A method for preparing a pyrazole of formula (I) in which R,R′ and R″ have different meanings, characterised in that it involves reacting a sydnone of formula (II) in which R and R′ have the meanings already indicated, with an alkyne of formula (III) in which R″ has the meaning already indicated, in the presence of copper, to obtain a pyrazole compound of formula (I) that is then isolated and salified if desired.
Claims6
A process for preparing a pyrazole of formula I
- in which
- R represents a hydrogen atom;
- a halogen atom;
- a thio or -thioalkyl group;
- a hydroxyl or alkoxy group;
- an amino or -aminoalkyl group;
- an alkyl radical containing from 1 to 8 carbon atoms which is unsubstituted or substituted one or more times with F, Cl, Br, I , CN, OH, NH2, NH—(C1-C8 alkyl), N—(C1-C8 alkyl)2, SH;
- an aryl radical containing 6 to 10 carbon atoms which is unsubstituted or substituted one or more times with an alkyl or alkoxy radical containing 1 to 8 carbon atoms;
- a heterocycle;
- an amino acid;
- a polypeptide;
- a protein;
- a nucleic acid;
- a DNA molecule;
- a polysaccharide;
- a polymer;
- a nanoparticle;
- a dendrimer;
- R′ represents a hydrogen atom;
- a halogen atom;
- a thio or -thioalkyl group;
- a hydroxyl or, alkoxy group;
- an amino or -aminoalkyl group;
- an alkyl radical containing from 1 to 8 carbon atoms which is unsubstituted or substituted one or more times with F, Cl, Br, I, CN, OH, NH2, NH—(C1-C8 alkyl), N—(C1-C8 alkyl) 2, SH;
- an aryl radical containing 6 to 10 carbon atoms which is unsubstituted or substituted one or more times with an alkyl or alkoxy radical containing 1 to 8 carbon atoms;
- a heterocycle;
- R″ represents a hydrogen atom;
- a halogen atom;
- a thio group;
- a hydroxyl group;
- an amino group;
- a hydrocarbon-based group or a hydrocarbon-based group containing from 1 to 100 heteroatoms;
- wherein a sydnone of formula II
- in which R and R′ have be meanings already indicated, is reacted with an alkyne of formula III
- in which R″ has the meaning already indicated, in the presence of copper salt complexed with a nitrogenous ligand used as a catalyst metal, so as to obtain a pyrazole compound of formula I which is isolated and salified if desired.
32 more elements
Dependencies are inferred from the claim text.