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US 8,008,479 B2Granted
Organic compounds
AssigneeNovartis AG
InventorRobert Portman
Life of this patent
Estimating the term…
Abstract
A process for preparing compounds of formula (I) or a solvate or hydrate thereof, where R, R1, R2, R3 and R5 have the meanings as indicated in the specification. Such compounds are useful in the treatment of a number of conditions associated with substance P and neurokinin.
Claims5
A process for preparing compounds of formula I
- or a solvate or hydrate thereof, where
- R is phenyl that is unsubstituted or is substituted by 1, 2 or 3 substituents selected from the group consisting of halogen, C1-C7-alkyl, trifluoromethyl, hydroxy and C1-C7-alkoxy;
- R1 is hydrogen or C1-C7-alkyl;
- R2 is hydrogen, C1-C7-alkyl or phenyl that is unsubstituted or is substituted by 1, 2 or 3 substituents selected from the group consisting of halogen, C1-C7-alkyl, trifluoromethyl, hydroxy and C1-C7-alkoxy;
- R3 is phenyl that is unsubstituted or is substituted by 1, 2 or 3 substituents selected from the group consisting of halogen, C1-C7-alkyl, trifluoromethyl, hydroxy and C1-C7-alkoxy, or R3 is naphthyl, 1H-indol-3-yl or 1-C1-C7-alkyl-indol-3-yl;
- and
- R5 is C3-C8-cycloalkyl, D-azacycloheptan-2-on-3-yl or L-azacycloheptan-2-on-3-yl,
- the process comprising the steps of:
- (a) reacting a compound of formula II
- where R1, R2, R3 and R5 are as defined in this claim above and T is a BOC protecting group, with a base to form a compound of formula III
- where R1, R2, R3 and R5 are defined in this claim above;
- and
- (b) reacting a compound of formula III where R1, R2, R3 and R5 are as defined in this claim above with a compound of formula IV
- where R is phenyl that is unsubstituted or is substituted by 1, 2 or 3 substituents selected from the group consisting of halogen, C1-C7-alkyl, trifluoromethyl, hydroxy and C1-C7-alkoxy, and X is halo, in the presence of a base to form a compound of formula I, and
- (c) optionally, forming a desired solvate or hydrate thereof.
12 more elements
Dependencies are inferred from the claim text.