公开(公告)号：JPH1192452A

公开(公告)日：1999-04-06

申请号：JP25525997

申请日：1997-09-19

Applicant: SANKYO CO

Inventor： NOGUCHI YASUO ,  SAITOU TOMONORI ,  FUJIMOTO KATSUHIKO ,  TAKEBAYASHI TOYONORI

IPC: C07D213/50 ,  B01J31/24 ,  C07B61/00

Abstract: PROBLEM TO BE SOLVED: To safely and easily produce the subject compound that is useful as a synthetic intermediate for antidiabetic agent by allowing an acetophenone derivative to react with a compound prepared in the reaction system in the presence of a palladium complex catalyst. SOLUTION: (A) A compound of formula I (X is halogen, preferably Br or I) is allowed to react with (B) a compound of formula II (Y is a halogen, suitably Cl) prepared in the reaction system in the presence of (C) a palladium complex catalyst [suitably tetrakis(triphenylphosphine) palladium, palladium acetate/phosphine] to prepare (D) 4'-(2-pyridyl)acetophenone. In a preferred embodiment, the amount of the component B is 1.0-10.0 equivalents, the amount of the component C is 0.1-50 mol.% based on the component A. This preparative reaction is preferably carried out in a solvent and pyrrolidones, aromatic hydrocarbons and others are used as a solvent.

公开(公告)号：JP2000080078A

公开(公告)日：2000-03-21

申请号：JP17947899

申请日：1999-06-25

Applicant: SANKYO CO

Inventor： NOGUCHI YASUO ,  SAITOU TOMONORI ,  FUJIMOTO KATSUHIKO ,  TAKEBAYASHI TOYONORI

IPC: C07D207/32 ,  C07C45/64 ,  C07C49/76 ,  C07C49/84 ,  C07C201/06 ,  C07C205/45 ,  C07C311/29 ,  C07C317/24 ,  C07C323/22

Abstract: PROBLEM TO BE SOLVED: To obtain a new intermediate for synthesizing an anti-inflammatory analgesic having a cyclooxygenase-2 selective inhibitory action. SOLUTION: This intermediate is a compound of formula I (Ar1 is a 6-10C aryl), e.g. 3-methyl-1-(4-methylphenyl)-4-nitrobutan-1-one, or a compound of formula II (R1 and R2 are each an 1-6C alkyl or the like), e.g. 4,4-dimethoxy-3- methyl-1-(4-methylphenyl)butan-1-one. The other objective method comprises applying nitromethane to a α,β-unsaturated aryl ketone of formula III in the presence of a base for obtaining an intermediate of formula I, applying a base to the intermediate of formula I, treating the resultant intermediate with an acid or alcohol of the formula: R1OH or the like for transforming it into an intermediate of formula II and applying any of arylamines of the formula: Ar2-NH2 (Ar2 is a 6-10C aryl) to the intermediate of formula II, thus obtaining 4-methyl-1,2-diarylpyrrole derivatives of formula IV useful as an anti- inflammatory analgesic.

公开(公告)号：JPH1135514A

公开(公告)日：1999-02-09

申请号：JP19358397

申请日：1997-07-18

Applicant: SANKYO CO

Inventor： NOGUCHI YASUO ,  SAITOU TOMONORI ,  FUJIMOTO KATSUHIKO ,  TAKEBAYASHI TOYONORI

IPC: B01J31/28 ,  C07B61/00 ,  C07C45/68 ,  C07C49/784

Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound useful as a carbon skeleton for functional substance and material development by reacting a specific halogen- containing compound with a specific compound containing zinc and a halogen in an organic solvent in the presence of a palladium-carbon catalyst and a phosphine compound. SOLUTION: The objective biaryl compound (e.g. p-phenylacetophenone) can be produced by reacting (A) a compound expressed by the formula R X [R is a (substituted) 6-10C aryl, etc.; X is a halogen] with (B) a compound expressed by the formula R ZnY [R is a (substituted) 6-10C aryl, etc.; Y is a halogenl in an organic solvent (e.g. tetrahydrofuran) in the presence of a palladium-carbon catalyst and a phosphine compound (e.g. triphenylphosphine). The amount of the component A is preferably 1.0-10.0 equivalent based on the component B.