Triazole derivatives
AssigneeFujisawa Pharmaceutical Co., Ltd.
InventorsSatoshi Aoki, Toshiya Nakagawa, Nobukiyo Konishi, Katsuya Nakamura, Hiroki Omori, Ariyoshi Kubota, Norio Hashimoto
Life of this patent
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Abstract
A compound of the formula (I): 1 wherein R1 is lower alkyl which is optionally substituted with halogen, cyano, N,N-di(lower)alkylcarbamoyl, phenyl optionally substituted with halogen, or heterocyclic group, cyclo(lower)alkyl, lower alkynyl, or N,N-di(lower)alkylcarbamoyl; R2 is lower alkyl, lower alkoxy, cyano, or 1H-pyrrol-1-yl; R3 is lower alkyl, lower alkoxy, or cyano; X is O, S, SO or SO2; Y and Z are each CH or N; and m is 0 or 1; or salts thereof, which are useful as a medicament.
Claims19
A compound of the formula (I):
- 17
- wherein R1 is lower alkyl which is optionally substituted with
- halogen, cyano,
- N,N-di(lower)alkylcarbamoyl,
- phenyl optionally substituted with halogen, or heterocyclic group,
- cyclo(lower)alkyl,
- lower alkynyl, or
- N,N-di(lower)alkylcarbamoyl;
- R2 is lower alkyl, lower alkoxy, cyano, or 1H-pyrrol-1-yl;
- R3 is lower alkyl, lower alkoxy, or cyano;
- X is O, S, SO or SO2;
- Y and Z are each CH or N;
- and
- m is 0 or 1;
- or salts thereof:
A process for preparing a compound (I) of claim 1,
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- wherein R1is lower alkyl which is optionally substituted with
- halogen, cyano,
- N,N-di(lower)alkylcarbamoyl,
- phenyl optionally substituted with halogen, or heterocyclic group,
- cyclo(lower)alkyl,
- lower alkynyl, or
- N,N-di(lower)alkylcarbamoyl;
- R2 is lower alkyl, lower alkoxy, cyano, or 1H-pyrrol-1-yl;
- R3 is lower alkyl, lower alkoxy, or cyano;
- X is O, S, SO or SO2;
- Y and Z are each CH or N;
- and
- m is 0 or 1;
- or salts thereof, which comprises
- (1) reacting a compound (II) of a following formula:
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- wherein R1, R3 and Z are each as defined above, or a salt thereof, with a compound (III) of a following formula:
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- wherein R2 and Y are each as defined above, and L1 is a leaving group,
- or a salt thereof to give a compound (Ia) of a following formula:
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- (Ia)
- wherein R1, R2, R3, Y and Z are each as defined above, or a salt thereof,
- (2) converting a compound (IV) of a following formula:
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- wherein R2, R3, Y and Z are each as defined above, and X1 is O or S,
- or a salt thereof to a compound (V) of a following formula:
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- wherein R2, R3, Y and Z are each as defined above, and X1 is O or S,
- or a salt thereof, and further condensing the compound (V) with R1-L2, wherein R1 is the same as defined above and L1 is a leaving group, under basic condition to give a compound (Ib) of a following formula:
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- wherein R1, R2, R3, X1, Y and Z are each as defined above, or a salt thereof,
- (3) reacting a compound (Ic) of a following formula:
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- wherein R1, R2, R3, Y and Z are each as defined above or a salt thereof, with an oxidizing agent to give a compound (Id) of a following compound:
- 26
- wherein R1, R2, R3, Y and Z are each as defined above or a salt thereof, or
- (4) reacting a compound (Id) of a following formula:
- 27
- wherein R1, R2, R3, Y and Z are each as defined above or a salt thereof, with an oxidizing agent to give a compound (Ie) of a following compound:
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- wherein R1, R2, R3, Y and Z are each as defined above or a salt thereof, or
- (5) reacting a compound (VI) of a following formula:
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- wherein R1, X and m are each as defined above, or a salt thereof, with a compound (VII) of a following formula:
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- wherein R2 and Y are each as defined above, and L3 is a leaving group,
- or a salt thereof to give a compound (VIII) of a following formula:
- 31
- wherein R1, R2, X, Y and m are each as defined above, or a salt thererof, and further reacting with a compound of (IX) of a following formula:
- 32
- wherein R3 and Z are each as defined above, or a salt thereof to give a compound (I) or a salt thereof.
Dependencies are inferred from the claim text.