Method for producing pyrrole compound
AssigneeTakeda Pharmaceutical Company Limited
InventorsTakashi Ouchi, Giho Goh, Sunmi Kim, Jinsoon Choi, Hunsoo Park
Life of this patent
Estimating the term…
Abstract
The present invention provides a production method of a 3-cyanopyrrole compound possibly useful as an intermediate for pharmaceutical products. A production method of compound (II) including subjecting compound (I) to a reduction reaction, in which the aforementioned reduction reaction is continuous hydrogenation reaction in a fixed bed reactor filled with a supported metal catalyst. A production method of compound (III) including subjecting compound (I) to a reduction reaction followed by a cyclization reaction, in which the aforementioned reduction reaction is continuous hydrogenation reaction in a fixed bed reactor filled with a supported metal catalyst.
Claims17
A method for producing a compound represented by the formula
- wherein R1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, and R2 is a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted heterocyclic group, a chlorine atom or a fluorine atom, or a salt thereof, comprising subjecting a compound represented by the formula
- wherein each symbol is as defined above, or a salt thereof to a reduction reaction, and then to hydrolysis, wherein the reduction reaction is a continuous hydrogenation in a fixed bed reactor filled with a supported metal catalyst.
A method for producing a compound represented by the formula
- wherein R1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, R2 is a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted heterocyclic group, a chlorine atom or a fluorine atom, R3 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, and R4 is an alkyl group, or a salt thereof, comprising
- (1) subjecting a compound represented by the formula
- wherein each symbol is as defined above, or a salt thereof to a reduction reaction, and then to hydrolysis to give a compound represented by the formula
- wherein each symbol is as defined above, or a salt thereof, wherein the reduction reaction is a continuous hydrogenation in a fixed bed reactor filled with a supported metal catalyst,
- (2) reacting the obtained compound with a compound represented by the formula
- R3—SO2—X (V)
- wherein R3 is as defined above, and X is a leaving group, or a salt thereof to give a compound represented by the formula
- wherein each symbol is as defined above, or a salt thereof, and
- (3) reacting the obtained compound with a compound represented by the formula
- R4—NH2 (VII)
- wherein R4 is as defined above, or a salt thereof.
Dependencies are inferred from the claim text.