Patents by Inventor Masaki NAGAHAMA

Masaki NAGAHAMA has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 12187664
    Abstract: High purity 2-naphthylacetonitrile with fewer impurities that is useful as a starting material or intermediate for the synthesis of various pharmaceutical products, agricultural chemicals, and chemical products, and a production method thereof. A high purity 2-naphthylacetonitrile having an HPLC purity of 2-naphthylacetonitrile of not less than 95 area %, and containing naphthalene compounds represented by the formulas (a)-(j) at a content of a predetermined area % or below. A method for producing high purity 2-naphthylacetonitrile.
    Type: Grant
    Filed: March 27, 2023
    Date of Patent: January 7, 2025
    Assignee: API CORPORATION
    Inventors: Masaki Nagahama, Daiki Okado, Hirotsugu Taniike
  • Publication number: 20240391860
    Abstract: Salicylic acid is produced with high productivity by reacting 2-halogenated benzoic acid in an aqueous solvent at a reaction temperature of 155° C. or higher and 300° C. or lower in the presence of a copper source and a ligand. Preferably, the method further includes a purification step A in which the obtained salicylic acid is brought into contact with a styrene-based synthetic adsorbent and/or a purification step B in which the obtained salicylic acid is brought into contact with zeolite. The compound is led to raw materials for various pharmaceuticals or intermediates thereof (for example, acetylsalicylic acid).
    Type: Application
    Filed: August 26, 2022
    Publication date: November 28, 2024
    Applicant: API CORPORATION
    Inventors: Hirotsugu TANIIKE, Shunsuke TSUJI, Masaki NAGAHAMA, Yurie KOBA
  • Publication number: 20240360086
    Abstract: An object of the present invention is to provide a novel method capable of producing rosuvastatin calcium and intermediates therefor efficiently, inexpensively and with high purity. The present invention provides a method of efficiently producing rosuvastatin calcium and intermediates therefor having a high purity at an industrial scale, without using an extremely low temperature reaction or a special asymmetric catalyst.
    Type: Application
    Filed: June 21, 2024
    Publication date: October 31, 2024
    Applicant: API CORPORATION
    Inventors: Tomoko MAEDA, Yasumasa DEKISHIMA, Hiroshi KAWABATA, Masaki NAGAHAMA, Naoyuki WATANABE, Kosuke ITO
  • Publication number: 20240351978
    Abstract: The present invention provides a method for industrially producing a highly pure aromatic nitrile compound and a highly pure aromatic carboxylic acid compound safely and highly efficiently at low costs. Compound (2) is subjected to Willgerodt reaction in the presence of an additive as necessary, and the obtained amide compound (3) is hydrolyzed and neutralized to give carboxylic acid compound (4). Carboxylic acid compound (4) is reacted with a halogenating agent in the presence of a catalyst as necessary in an organic solvent, and further reacted with an amidating agent, and the obtained amide compound (5) or (6) is reacted with a dehydrating agent to give nitrile compound (1). Alternatively, carboxylic acid compound (4) is reacted with a halogenating agent and a compound represented by the formula R6SO2R7 in the presence of a catalyst as necessary in an organic solvent to give nitrile compound (1).
    Type: Application
    Filed: June 10, 2024
    Publication date: October 24, 2024
    Applicant: API CORPORATION
    Inventors: Masaki NAGAHAMA, Hideki OOMIYA, Daiki OKADO, Hirotsugu TANIIKE
  • Patent number: 12091390
    Abstract: An object of the present invention is to provide a novel method capable of producing rosuvastatin calcium and intermediates therefor efficiently, inexpensively and with high purity. The present invention provides a method of efficiently producing rosuvastatin calcium and intermediates therefor having a high purity at an industrial scale, without using an extremely low temperature reaction or a special asymmetric catalyst.
    Type: Grant
    Filed: June 17, 2019
    Date of Patent: September 17, 2024
    Assignee: API CORPORATION
    Inventors: Naoyuki Watanabe, Tomoko Maeda, Yasumasa Dekishima, Hiroshi Kawabata, Masaki Nagahama
  • Patent number: 12084404
    Abstract: The present invention provides high purity 2-naphthylacetonitrile with fewer impurities that is useful as a starting material or intermediate for the synthesis of various pharmaceutical products, agricultural chemicals, and chemical products, and a production method thereof. A high purity 2-naphthylacetonitrile having an HPLC purity of 2-naphthylacetonitrile of not less than 95 area %, and containing naphthalene compounds represented by the formulas (a)-(j) at a content of a predetermined area % or below. A method for producing high purity 2-naphthylacetonitrile, including the following step 1 and step 2: step 1: a step of subjecting 2?-acetonaphthone to a Willgerodt reaction in the presence of an additive where necessary, and hydrolyzing the obtained amide compound to give 2-naphthylacetic acid; step 2: a step of reacting the 2-naphthylacetic acid obtained in step 1, a halogenating agent and sulfamide in the presence of a catalyst as necessary in an organic solvent to give 2-naphthylacetonitrile.
    Type: Grant
    Filed: May 25, 2022
    Date of Patent: September 10, 2024
    Assignee: API CORPORATION
    Inventors: Masaki Nagahama, Daiki Okado, Hirotsugu Taniike
  • Patent number: 12054448
    Abstract: The present invention provides a method for industrially producing a highly pure aromatic nitrile compound and a highly pure aromatic carboxylic acid compound safely and highly efficiently at low costs. Compound (2) is subjected to Willgerodt reaction in the presence of an additive as necessary, and the obtained amide compound (3) is hydrolyzed and neutralized to give carboxylic acid compound (4). Carboxylic acid compound (4) is reacted with a halogenating agent in the presence of a catalyst as necessary in an organic solvent, and further reacted with an amidating agent, and the obtained amide compound (5) or (6) is reacted with a dehydrating agent to give nitrile compound (1). Alternatively, carboxylic acid compound (4) is reacted with a halogenating agent and a compound represented by the formula R6SO2R7 in the presence of a catalyst as necessary in an organic solvent to give nitrile compound (1).
    Type: Grant
    Filed: April 26, 2019
    Date of Patent: August 6, 2024
    Assignee: API CORPORATION
    Inventors: Masaki Nagahama, Hideki Oomiya, Daiki Okado, Hirotsugu Taniike
  • Patent number: 12037307
    Abstract: The present invention provides high purity 2-naphthylacetonitrile with fewer impurities that is useful as a starting material or intermediate for the synthesis of various pharmaceutical products, agricultural chemicals, and chemical products, and a production method thereof. A high purity 2-naphthylacetonitrile having an HPLC purity of 2-naphthylacetonitrile of not less than 95 area %, and containing naphthalene compounds represented by the formulas (a)-(j) at a content of a predetermined area % or below. A method for producing high purity 2-naphthylacetonitrile, including the following step 1 and step 2: step 1: a step of subjecting 2?-acetonaphthone to a Willgerodt reaction in the presence of an additive where necessary, and hydrolyzing the obtained amide compound to give 2-naphthylacetic acid; step 2: a step of reacting the 2-naphthylacetic acid obtained in step 1, a halogenating agent and sulfamide in the presence of a catalyst as necessary in an organic solvent to give 2-naphthylacetonitrile.
    Type: Grant
    Filed: May 25, 2022
    Date of Patent: July 16, 2024
    Assignee: API CORPORATION
    Inventors: Masaki Nagahama, Daiki Okado, Hirotsugu Taniike
  • Publication number: 20240158328
    Abstract: A method for producing a cyclohexenone compound, comprising: an isomerization step of bringing a reaction raw material including the compound represented by the following formula (4) into contact with an isomerization catalyst in a solvent to obtain the compound represented by the following formula (3). Preferably, an addition step of reacting the compound (1) and methyl vinyl ketone in a solvent in the presence of a base to obtain compound (2); a cyclization step of reacting compound (2) in a solvent in the presence of a strong acid to obtain compound (3); and an isomerization step of bringing compound (4) contained as an impurity in the reaction product of the cyclization step into contact with an isomerization catalyst in a solvent are performed in order.
    Type: Application
    Filed: February 15, 2022
    Publication date: May 16, 2024
    Applicant: API CORPORATION
    Inventors: Masaki NAGAHAMA, Hirotsugu TANIIKE, Jun INOUE
  • Publication number: 20240109840
    Abstract: A method for producing a 2-(halogenated methyl)naphthalene represented by general formula (1): where X is a halogen atom. The method includes a halogenation process of reacting 2-methylnaphthalene with a halogenating agent under light irradiation, in an organic solvent selected from a halogenated hydrocarbon, an aliphatic ester and an aliphatic hydrocarbon.
    Type: Application
    Filed: August 27, 2021
    Publication date: April 4, 2024
    Applicant: API CORPORATION
    Inventors: Shunsuke TSUJI, Masaki NAGAHAMA, Hirotsugu TANIIKE
  • Publication number: 20230227400
    Abstract: High purity 2-naphthylacetonitrile with fewer impurities that is useful as a starting material or intermediate for the synthesis of various pharmaceutical products, agricultural chemicals, and chemical products, and a production method thereof. A high purity 2-naphthylacetonitrile having an HPLC purity of 2-naphthylacetonitrile of not less than 95 area %, and containing naphthalene compounds represented by the formulas (a)-(j) at a content of a predetermined area % or below. A method for producing high purity 2-naphthylacetonitrile.
    Type: Application
    Filed: March 27, 2023
    Publication date: July 20, 2023
    Applicant: API CORPORATION
    Inventors: Masaki NAGAHAMA, Daiki OKADO, Hirotsugu TANIIKE
  • Patent number: 11643386
    Abstract: High purity 2-naphthylacetonitrile with fewer impurities can be used as a starting material or intermediate for synthesizing various pharmaceutical products, agricultural chemicals, and chemical products, and a production method thereof. A high purity 2-naphthylacetonitrile having an HPLC purity of 2-naphthylacetonitrile of not less than 95 area %, and containing naphthalene compounds represented by the formulas (a)-(j) at a content of a predetermined area % or below. A method for producing high purity 2-naphthylacetonitrile, may include: subjecting 2?-acetonaphthone to a Willgerodt reaction in the presence of an additive where necessary, and hydrolyzing the obtained amide compound to give 2-naphthylacetic acid; and reacting the 2-naphthylacetic acid obtained in the subjecting, a halogenating agent and sulfamide in the presence of a catalyst as necessary in an organic solvent to give 2-naphthylacetonitrile.
    Type: Grant
    Filed: October 28, 2020
    Date of Patent: May 9, 2023
    Assignee: API CORPORATION
    Inventors: Masaki Nagahama, Daiki Okado, Hirotsugu Taniike
  • Patent number: 11623943
    Abstract: The present invention provides a method of industrially and safely producing lacosamide high in diastereomeric excess at a high yield and a low cost. Adopting a particular isomerization-crystallization condition makes it possible to a method of industrially and safely producing lacosamide high in diastereomeric excess at a high yield and a low cost. Additionally, an intermediate efficacious for producing lacosamide is provided.
    Type: Grant
    Filed: March 9, 2021
    Date of Patent: April 11, 2023
    Assignee: API CORPORATION
    Inventor: Masaki Nagahama
  • Publication number: 20220281806
    Abstract: The present invention provides high purity 2-naphthylacetonitrile with fewer impurities that is useful as a starting material or intermediate for the synthesis of various pharmaceutical products, agricultural chemicals, and chemical products, and a production method thereof. A high purity 2-naphthylacetonitrile having an HPLC purity of 2-naphthylacetonitrile of not less than 95 area %, and containing naphthalene compounds represented by the formulas (a)-(j) at a content of a predetermined area % or below. A method for producing high purity 2-naphthylacetonitrile, including the following step 1 and step 2: step 1: a step of subjecting 2?-acetonaphthone to a Willgerodt reaction in the presence of an additive where necessary, and hydrolyzing the obtained amide compound to give 2-naphthylacetic acid; step 2: a step of reacting the 2-naphthylacetic acid obtained in step 1, a halogenating agent and sulfamide in the presence of a catalyst as necessary in an organic solvent to give 2-naphthylacetonitrile.
    Type: Application
    Filed: May 25, 2022
    Publication date: September 8, 2022
    Applicant: API CORPORATION
    Inventors: Masaki NAGAHAMA, Daiki OKADO, Hirotsugu TANIIKE
  • Publication number: 20220009880
    Abstract: High purity 2-naphthylacetonitrile with fewer impurities can be used as a starting material or intermediate for synthesizing various pharmaceutical products, agricultural chemicals, and chemical products, and a production method thereof. A high purity 2-naphthylacetonitrile having an HPLC purity of 2-naphthylacetonitrile of not less than 95 area %, and containing naphthalene compounds represented by the formulas (a)-(j) at a content of a predetermined area % or below. A method for producing high purity 2-naphthylacetonitrile, may include: subjecting 2?-acetonaphthone to a Willgerodt reaction in the presence of an additive where necessary, and hydrolyzing the obtained amide compound to give 2-naphthylacetic acid; and reacting the 2-naphthylacetic acid obtained in the subjecting, a halogenating agent and sulfamide in the presence of a catalyst as necessary in an organic solvent to give 2-naphthylacetonitrile.
    Type: Application
    Filed: October 28, 2020
    Publication date: January 13, 2022
    Applicant: API CORPORATION
    Inventors: Masaki NAGAHAMA, Daiki OKADO, Hirotsugu TANIIKE
  • Patent number: 11136287
    Abstract: The present invention provides an industrially-preferable method for safely producing N-benzyl-2-bromo-3-methoxypropionamide at a high yield but at low cost. The method for producing of the present invention includes: in sequence, an amidation process that causes diacrylic anhydride to react with benzylamine in a solvent to obtain N-benzylacrylamide; a bromination process that causes N-benzylacrylamide to react with bromine in a solvent to obtain N-benzyl-2,3-dibromopropionamide; and a methoxylation process that causes N-benzyl-2,3-dibromopropionamide to react with methanol in the presence of a base to obtain N-benzyl-2-bromo-3-methoxypropionamide.
    Type: Grant
    Filed: November 21, 2017
    Date of Patent: October 5, 2021
    Assignee: API CORPORATION
    Inventors: Masaki Nagahama, Kenta Saito
  • Publication number: 20210188904
    Abstract: The present invention provides a method of industrially and safely producing lacosamide high in diastereomeric excess at a high yield and a low cost. Adopting a particular isomerization-crystallization condition makes it possible to a method of industrially and safely producing lacosamide high in diastereomeric excess at a high yield and a low cost. Additionally, an intermediate efficacious for producing lacosamide is provided.
    Type: Application
    Filed: March 9, 2021
    Publication date: June 24, 2021
    Applicant: API CORPORATION
    Inventor: Masaki NAGAHAMA
  • Patent number: 10975117
    Abstract: The present invention provides a method of industrially and safely producing lacosamide high in diastereomeric excess at a high yield and a low cost. Adopting a particular isomerization-crystallization condition makes it possible to a method of industrially and safely producing lacosamide high in diastereomeric excess at a high yield and a low cost. Additionally, an intermediate efficacious for producing lacosamide is provided.
    Type: Grant
    Filed: November 11, 2016
    Date of Patent: April 13, 2021
    Assignee: API CORPORATION
    Inventor: Masaki Nagahama
  • Publication number: 20210078940
    Abstract: The present invention provides a method for industrially producing a highly pure aromatic nitrile compound and a highly pure aromatic carboxylic acid compound safely and highly efficiently at low costs. Compound (2) is subjected to Willgerodt reaction in the presence of an additive as necessary, and the obtained amide compound (3) is hydrolyzed and neutralized to give carboxylic acid compound (4). Carboxylic acid compound (4) is reacted with a halogenating agent in the presence of a catalyst as necessary in an organic solvent, and further reacted with an amidating agent, and the obtained amide compound (5) or (6) is reacted with a dehydrating agent to give nitrile compound (1). Alternatively, carboxylic acid compound (4) is reacted with a halogenating agent and a compound represented by the formula R6SO2R7 in the presence of a catalyst as necessary in an organic solvent to give nitrile compound (1).
    Type: Application
    Filed: April 26, 2019
    Publication date: March 18, 2021
    Applicant: API CORPORATION
    Inventors: Masaki NAGAHAMA, Hideki OOMIYA, Daiki OKADO, Hirotsugu TANIIKE
  • Patent number: 10815201
    Abstract: Production of pitavastatin calcium safely on an industrial scale with a high yield and high selectivity at low cost. A method of producing pitavastatin calcium including step (i) for acetalizing a compound represented by the formula (1) to give a compound represented by the formula (3), step (ii) for reacting a compound represented by the formula (3) with an acid to give a compound represented by the formula (4), and step (iii) for hydrolyzing a compound represented by the formula (4) and reacting same with a calcium compound.
    Type: Grant
    Filed: April 17, 2020
    Date of Patent: October 27, 2020
    Assignee: API CORPORATION
    Inventors: Naoyuki Watanabe, Takanobu Iura, Hideki Oomiya, Masaki Nagahama