Patent ID: 6566524
Filing Date: 2003-05-20
Classification: C07B,C07D,C40B

Abstract:
A method of preparing an amino-substituted-tetrahydroisoquinoline-sulfonamide hydroxamic acid having the structure: wherein R1 is alkyl, aryl, heterocyclic moiety, or alcohol; X is selected from the group consisting of a bond, â€”COâ€”, â€”SO2â€”, â€”NHCOâ€”, and â€”NHCSâ€”, and R2 is aryl, hetero-aromatic ring or hydrocarbocycle, the method comprising the steps of: (a) providing an orthogonally protected amino-substituted-tetrahydroisoquinoline-carboxylate attached to a solid support; (b) attaching an R1 group to the amino-substitutent of the orthogonally protected amino-substituted-tetrahydroisoquinoline-carboxylate; (c) removing a protecting group from the orthogonally protected amino-substituted-tetrahydroisoquinoline-carboxylate to form a deprotected, R1-substituted amino-substituted-tetrahydroisoquinoline-carboxylate; (d) reacting the deprotected, R1-substituted amino-tetrahydroisoquinoline-carboxylate with a sulfonyl chloride having the structure R2SO2Cl to form an intermediate attached to a solid support; and (e) cleaving the intermediate from the solid support to form an amino-substituted-tetrahydroisoquinoline-sulfonamide hydroxamic acid.