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US 2024/0132431 A1Published application
Method for alkylating acidic functional group
AssigneeChugai Seiyaku Kabushiki Kaisha
InventorsTadakatsu HAYASE, Satoshi TSUCHIYA, Kenichi NOMURA, Takashi EMURA
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Abstract
The present invention provides a method for producing a compound having an alkylated acidic functional group, the method comprising reacting, in a mixture containing two or more compounds having an acidic functional group as substrates, the compounds with an alkylating agent selected from compounds represented by formula A, formula B, or formula C in the presence of a base to alkylate the acidic functional group.
Claims18
A method for producing a compound having an alkylated acidic functional group, the method comprising
- reacting, in a mixture containing two or more compounds having an acidic functional group as substrates, the compounds with an alkylating agent selected from compounds represented by formula A, formula B, or formula C in the presence of a base to alkylate the acidic functional group:
- wherein R1 is independently selected from a C1-6 alkyl optionally substituted with one or more substituents selected from X;
- X is independently selected from a C3-6 cycloalkyl, a C2-7 alkenyl, a C2-7 alkynyl, and a C6-10 aryl, where the aryl is optionally substituted with one or more substituents independently selected from a halogen atom, a C1-4 alkyl, or a C1-4 alkoxy;
- R2 is independently selected from —OR1 and an aryl, where the aryl is optionally substituted with one or more substituents independently selected from a halogen atom, a C1-4 alkyl, and a C1-4 alkoxy;
- and
- R3 is independently selected from a C1-6 alkyl optionally substituted with one or more substituents selected from X, and an aryl, where the aryl is optionally substituted with one or more substituents independently selected from a halogen atom, a C1-4 alkyl, and a C1-4 alkoxy, wherein the base is a base selected from the group consisting of an organic base whose conjugate acid has a pKa of 23 to 34 in acetonitrile and an inorganic base whose conjugate acid has a pKa of 9 to 20 in water.
3 more elements
A method for producing a compound having an alkoxy-substituted aromatic ring, the method comprising
- reacting a compound containing a hydroxy group as a substituent on an aromatic ring with an alkylating agent selected from compounds represented by formula A, formula B, or formula C in the presence of a base to alkylate the hydroxy group as a substituent on an aromatic ring:
- wherein R1 is independently selected from a C1-6 alkyl optionally substituted with one or more substituents selected from X;
- X is independently selected from a C3-6 cycloalkyl, a C2-7 alkenyl, a C2-7 alkynyl, and a C6-10 aryl, where the aryl is optionally substituted with one or more substituents independently selected from a halogen atom, a C1-4 alkyl, or a C1-4 alkoxy;
- R2 is independently selected from —OR1 and an aryl, where the aryl is optionally substituted with one or more substituents independently selected from a halogen atom, a C1-4 alkyl, and a C1-4 alkoxy;
- and
- R3 is independently selected from a C1-6 alkyl optionally substituted with one or more substituents selected from X, and an aryl, where the aryl is optionally substituted with one or more substituents independently selected from a halogen atom, a C1-4 alkyl, and a C1-4 alkoxy, wherein the base is selected from a phosphazene.
3 more elements
A method for producing an ester compound, the method comprising
- reacting a compound containing a carboxyl group with an alkylating agent selected from compounds represented by formula A, formula B, or formula C in the presence of a base to alkylate the carboxyl group:
- wherein R1 is independently selected from a C1-6 alkyl optionally substituted with one or more substituents selected from X;
- X is independently selected from a C3-6 cycloalkyl, a C2-7 alkenyl, a C2-7 alkynyl, and a C6-10 aryl, where the aryl is optionally substituted with one or more substituents independently selected from a halogen atom, a C1-4 alkyl, or a C1-4 alkoxy;
- R2 is independently selected from —OR1 and an aryl, where the aryl is optionally substituted with one or more substituents independently selected from a halogen atom, a C1-4 alkyl, and a C1-4 alkoxy;
- and
- R3 is independently selected from a C1-6 alkyl optionally substituted with one or more substituents selected from X, and an aryl, where the aryl is optionally substituted with one or more substituents independently selected from a halogen atom, a C1-4 alkyl, and a C1-4 alkoxy, wherein the base is selected from a phosphazene.
3 more elements
Dependencies are inferred from the claim text.