Process for preparing thiazole derivative and the intermediate compounds for preparing the same
OwnerHeonjoong Kang, Jungyeob Haminventors
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Abstract
The present invention provides a process for preparing thiazole derivatives of formula (XI), that activate the delta subtype of the human Peroxisome Proliferator Activated Receptor (hPPARδ), and also provides processes for compounds of formula (VI), (VII), (VIII) and (IX), intermediate compounds for preparation of the above compounds of formula (XI).
Claims8
1-5. (canceled)
A compound of formula (XII):
- wherein R1 represents a hydrogen atom, —CF3, or halogen atom;
- n is an integer of from 0 to 5;
- R2 represents a hydrogen atom, fluorine atom, chlorine atom, —(C1-C4)alkyl, —O(C1-C4)alkyl, —S(C1-C4)alkyl, or —N(C1-C4alkyl)2 group;
- and
- R5 represents a hydrogen atom, or a protecting group having a tetrahydropyranyl, —(C1-C4)alkyl, allyl, or silyl group.
A compound of formula (VI), formula (VII), formula (VIII), or formula (IX):
- wherein R2 represents a hydrogen atom, fluorine atom, chlorine atom. —(C1-C4) alkyl, —O(C1-C4)alkyl, —S(C1-C4) alkyl, or —N(C1-C4 alkyl)2 group,
- R3 represents protecting group having a tetrahydropyranyl, —(C1-C4) alkyl, allyl, or silyl group, and
- X1 represents a halogen atom;
- wherein R2 represents a hydrogen atom, fluorine atom, chlorine atom. —(C1-C4) alkyl, —O(C1-C4)alkyl, —S(C1-C4) alkyl, or —N(C1-C4 alkyl)2 group,
- R3 represents protecting group having a tetrahydropyranyl, —(C1-C4) alkyl, allyl, or silyl group,
- M represents a lithium ion or magnesium chloride, magnesium bromide, or magnesium iodide;
- wherein R1 represents hydrogen atom, CF3, or halogen atom, n is an integer of 0 to 5,
- R2 represents a hydrogen atom, fluorine atom, chlorine atom. —(C1-C4) alkyl, —O(C1-C4)alkyl, —S(C1-C4) alkyl, or —N(C1-C4 alkyl)2 group,
- R3 represents protecting group having a tetrahydropyranyl, —(C1-C4) alkyl, allyl, or silyl group;
- or
- wherein R1 represents hydrogen atom, CF3, or halogen atom, n is an integer of 0 to 5, R2 represents a hydrogen atom, fluorine atom, chlorine atom, —(C1-C4) alkyl, —O(C1-C4)alkyl, —S(C1-C4) alkyl, or —N(C1-C4 alkyl)2 group.
A process for preparing a compound of formula (VIII) which comprises reacting a compound of formula (VII) with a compound of formula (IV) to form a compound of formula (VIII)
- wherein R1 represents a hydrogen atom, CF3, or halogen atom, n is an integer of 0 to 5, R2 represents a hydrogen atom, fluorine atom, chlorine atom, —(C1-C4) alkyl, —O(C1-C4)alkyl, —S(C1-C4) alkyl, or —N(C1-C4 alkyl)2 group,
- R3 represents a protecting group having a tetrahydropyranyl, —(C1-C4) alkyl, allyl, or silyl group
- R4 represents a —(C4) alkyl group,
- X1 represents a halogen atom,
- X2 represents a halogen atom or leaving group which can be displaced by nucleophiles, and
- M represents a lithium ion or magnesium chloride, magnesium bromide or magnesium iodide.
Dependencies are inferred from the claim text.