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US 12,624,006 B2Granted
Process for the preparation of 5-(1-cyanocyclopropyl)-pyridine-2-carboxylic acid esters amides and nitriles
AssigneeSyngenta Crop Protection AG
InventorsRaphael Dumeunier, Renaud Beaudegnies, Martin Pouliot, Alexander Gaspers
Life of this patent
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Abstract
A process for the preparation of compound of formula I is provided: Formula (I) where R1 and R2 are as defined in the description.
Claims20
A process for the preparation of a compound of formula I:
- wherein R1 is —CO2R4, —CO(NR5R6), carboxylate or cyano;
- R2 is hydrogen, halogen or —SR3;
- R3 is C1-C4alkyl or C3-C6cycloalkyl-C1-C4alkyl;
- R4 is hydrogen, —Si(CH3)3 or C1-C6alkyl;
- and R5 and R6 are, independently from each other, hydrogen or C1-C4alkyl, or an agrochemically acceptable salt of a compound of formula I;
- the process comprises:
- reacting a compound of formula (III)
- wherein R1 and R2 are defined as under formula I above and Hal is a halogen;
- with a compound of formula (IV),
- in the presence of a suitable base, in an appropriate solvent or a diluent;
- to produce a compound of formula (I) or an agrochemically acceptable salt thereof.
8 more elements
A compound of formula (INT I)
- wherein R1 is —CO2R4, —CO(NR5R6) or cyano;
- R2 is hydrogen, halogen or —SR3;
- R3 is C1-C4alkyl or C3-C6cycloalkyl-C1-C4alkyl;
- R4 is hydrogen, —Si(CH3)3 or C1-C6alkyl;
- and R5 and R6 are, independently from each other, hydrogen or C1-C4alkyl;
- or an agrochemically acceptable salt of a compound of formula INT I.
3 more elements
A compound of formula (INT II)
- wherein R1 is —CO2R4, —CO(NR5R6) or cyano;
- R2 is hydrogen, halogen or —SR3;
- R3 is C1-C4alkyl or C3-C6cycloalkyl-C1-C4alkyl;
- R4 is hydrogen, —Si(CH3)3 or C1-C6alkyl;
- and
- R5 and R6 are, independently from each other, hydrogen or C1-C4alkyl;
- or
- an agrochemically acceptable salt of a compound of formula INT II.
5 more elements
A compound of formula (INT III)
- wherein R1 is —CO2R4, —CO(NR5R6) or cyano;
- R2 is hydrogen, halogen or —SR3;
- R3 is C1-C4alkyl or C3-C6cycloalkyl-C1-C4alkyl;
- R4 is hydrogen, —Si(CH3)3 or C1-C6alkyl;
- and
- R5 and R6 are, independently from each other, hydrogen or C1-C4alkyl;
- or an
- agrochemically acceptable salt of a compound of formula INT III.
5 more elements
A process for the preparation of a compound of formula I:
- wherein R1 is —CO2R4, —CO(NR5R6), carboxylate or cyano;
- R2 is hydrogen, halogen or —SR3;
- R3 is C1-C4alkyl or C3-C6cycloalkyl-C1-C4alkyl;
- R4 is hydrogen, —Si(CH3)3 or C1-C6alkyl;
- and R5 and R6 are, independently from each other, hydrogen or C1-C4alkyl, or an agrochemically acceptable salt of a compound of formula I;
- the process comprises:
- reacting a compound of formula (INT I)
- wherein R1 and R2 are defined as under formula I above;
- in the presence of a suitable base, in an appropriate solvent or a diluent;
- to produce a compound of formula (I) or an agrochemically acceptable salt thereof.
7 more elements
Dependencies are inferred from the claim text.