• 专利标题:   Preparation of 2-((pyridin-2-ylmethyl)sulfinyl)-benzimidazole compound used as proton pump inhibitor, involves oxidizing 2-((pyridinyl)thio)benzimidazole compound in presence of e.g. graphene oxide-metal salt complex as catalyst and alkali.
  • 专利号:   CN108395425-A
  • 发明人:   CHENG M, WANG Q, MA W, TONG Q, WANG S
  • 专利权人:   UNIV SHENYANG PHARM
  • 国际专利分类:   C07D401/12, C07D401/14
  • 专利详细信息:   CN108395425-A 14 Aug 2018 C07D-401/12 201870 Pages: 16 Chinese
  • 申请详细信息:   CN108395425-A CN10068424 08 Feb 2017
  • 优先权号:   CN10068424

▎ 摘  要

NOVELTY - Preparation of 2-((pyridin-2-ylmethyl)sulfinyl)-1H-benzimidazole compound (II) involves oxidizing a 2-((pyridin-2-ylmethyl)thio)-1H-benzimidazole compound (I) in presence of a water-miscible organic solvent, a complex formed by graphene oxide and transition metal salt as solid-phase catalyst, an oxidant, and an alkali, and recrystallizing or adjusting pH of the resultant reaction product using an acid. USE - Preparation of 2-((pyridin-2-ylmethyl)sulfinyl)-1H-benzimidazole compound used as proton pump inhibitor. ADVANTAGE - The method enables environmentally-friendly industrial preparation of 2-((pyridin-2-ylmethyl)sulfinyl)-1H-benzimidazole compound with high yield and reduced impurity content. The catalyst used in the method can be recycled. DETAILED DESCRIPTION - Preparation of 2-((pyridin-2-ylmethyl)sulfinyl)-1H-benzimidazole compound of formula (II) involves oxidizing a 2-((pyridin-2-ylmethyl)thio)-1H-benzimidazole compound of formula (I) in presence of a water-miscible organic solvent, a complex formed by graphene oxide and transition metal salt as solid-phase catalyst, an oxidant, and an alkali, and recrystallizing or adjusting pH of the resultant reaction product using an acid. R1-R3 = H, 1-5C alkyl optionally substituted by halo, 1-5C alkoxy or 1-5C alkyl ether;and R4 = 1-5C alkyl optionally substituted by halo, 1-5C alkoxy or N-containing 4-5C heterocyclyl.