Process for hydrogenation of halogenoalkenes without dehalogenation
AssigneeLek Pharmaceuticals D.D.
InventorsIvana Gazic Smilovic, Zdenko Casar
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Abstract
A process for preparing a compound of formula VI wherein R1 and R6 is hydrogen, substituted or unsubstituted alkyl substituted or unsubstituted aryl, or substituted or unsubstituted aralkyl; R5 is B(OR2)(OR3), or wherein R2 and R3 independently from each other represent substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted aralkyl; or R2 and R3 cooperatively form a part of a 5- to 10-membered fused or unfused ring, optionally a chiral 5- to 10-membered fused or unfused ring; X is selected from Cl, Br, I; and * indicates a chiral center; is described.
Claims17
A process for preparing a compound of formula VI
- wherein
- R1 and R6 is hydrogen, substituted or unsubstituted alkyl substituted or unsubstituted aryl, or substituted or unsubstituted aralkyl;
- R5 is B(OR2)(OR3);
- wherein R2 and R3 independently from each other represent substituted or unsubstituted alkyl, substituted or unsubstituted aryl, or substituted or unsubstituted aralkyl;
- or R2 and R3 cooperatively form a part of a 5- to 10-membered fused or unfused ring, optionally a chiral 5- to 10-membered fused or unfused ring;
- X is selected from Cl, Br, I;
- and
- * indicates a chiral center;
- by hydrogenation of a compound of formula V
- wherein R1, R5, R6 and X are as defined above;
- wherein hydrogenation is conducted in the presence of a catalyst selected from complexes comprising at least one transition metal, and said catalyst is used at a molar substrate to catalyst ratio in the range of 5:1 to 100:1, and wherein dehalogenation occurs in less than 10 molar % relative to the molar amount of the compound of formula VI.
Dependencies are inferred from the claim text.