Inhibitors of tyk2
US-2024425484-A1 · Dec 26, 2024 · US
US10844011B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10844011-B2 |
| Application number | US-201916691912-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 22, 2019 |
| Priority date | Feb 25, 2009 |
| Publication date | Nov 24, 2020 |
| Grant date | Nov 24, 2020 |
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The present invention provides a production method of a sulfonylpyrrole compound useful as a pharmaceutical product, a production method of an intermediate used for the method, and a novel intermediate. The present invention relates to a method of producing sulfonylpyrrole compound (VIII), which includes reducing compound (III) and hydrolyzing the reduced product to give compound (IV), subjecting compound (IV) to a sulfonylation reaction to give compound (VI), and subjecting compound (VI) to an amination reaction.
Opening claim text (preview).
The invention claimed is: 1. A method of producing a compound represented by the formula wherein R 1 is (1) a C 1-6 alkyl group or (2) a C 6-14 aryl group optionally substituted by one halogen atom or 1 to 3 substituents selected from the group consisting of (i) C 1-6 alkyl optionally substituted by 1 to 5 halogens and (ii) C 1-6 alkoxy optionally substituted by 1 to 5 halogens, R 7 is a cyano group or a C 1-4 alkoxy-carbonyl group, and R 8 is a hydrogen atom, a C 1-6 alkyl group or a phenyl group, or a salt thereof, comprising cyclizing a compound represented by the formula Wherein each symbol is as defined above, or a salt thereof in the presence of an acid selected from the group consisting of formic acid, acetic acid, propionic acid, trifluoroacetic acid, citric acid, methanesulfonic acid, benzenesulfonic acid, p-toluenesulfonic acid, trifluoromethanesulfonic acid, hydrochloric acid, sulfuric acid and nitric acid. 2. The method according to claim 1 , wherein R 1 is a phenyl group optionally substituted by one halogen atom or 1 to 3 C 1-6 alkyls optionally substituted by 1 to 5 halogens. 3. The method according to claim 1 , wherein R 7 is a cyano group. 4. The method according to claim 1 , wherein R 8 is a hydrogen atom or a C 1-6 alkyl group. 5. The method according to claim 1 , wherein R 1 is a phenyl group optionally substituted by one halogen atom or 1 to 3 C 1-6 alkyls optionally substituted by 1 to 5 halogens, R 7 is a cyano group, and R 8 is a hydrogen atom.
Oxygen or sulfur atoms · CPC title
linked by a chain containing hetero atoms as chain links · CPC title
Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals · CPC title
with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms · CPC title
Radicals substituted by oxygen or sulfur atoms · CPC title
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