Patent ID: 6492553
Filing Date: 2002-12-10
Classification: A61K,C07C,C07D,C07F,C07K,C40B

Abstract:
A method for preparing an N-[(aliphatic or aromatic)carbonyl)]-2-aminoacetamide compound of the formula wherein Raa is hydrogen, alkoxy, an optionally substituted aliphatic moiety or an optionally substituted aromatic moiety; Rb is hydrogen, an optionally substituted aliphatic moiety or an optionally substituted aromatic moiety; Rca and Rcb are independently hydrogen, an optionally substituted aliphatic moiety or an optionally substituted aromatic moiety; Rda is an optionally substituted aliphatic moiety or an optionally substituted aromatic moiety, this method comprising reacting: (i) a carbonyl compound of formula â€ƒwith (ii) an amine compound of formulaâ€ƒNH2Rbâ€ƒâ€ƒ[C],(iii) an isonitrile compound of formula NCRdaâ€ƒâ€ƒ(D), â€ƒand (iv) an acid compound of formula RaCO2Hâ€ƒâ€ƒ(E) wherein said carbonyl compound, amine compound, isonitrile compound and acid compound are selected so that eitherRaa is an aliphatic or aromatic moiety that is substituted with a primary or secondary protected amine that, upon deprotection, can react with the *ab or *db carbon, or with at least one Rb, Rca and Rcb , which is substituted with an activated carboxylic acid, to form a 5-7 membered cyclic ring; or Rb is an aliphatic or aromatic moiety that is substituted with a primary or secondary protected amine that, upon deprotection, can react with the *ab or *db carbon, or with at least one Raa, Rca and Rcb, which is substituted with an activated carboxylic acid, to form a 5-7 membered cyclic ring; or at least one of Rca and Rcb is an aliphatic or aromatic moiety that is substituted with a primary or secondary protected amine that, upon deprotection, can react with the *ab or *db carbon, or with at least one Raa, Rb, Rca, Rcb and Rda, which is substituted with an activated carboxylic acid, to form a 5-7 membered cyclic ring; or Rda is an aliphatic or aromatic moiety that is substituted with a primary or secondary protected amine that, upon deprotection, can react with at least one of Rca and Rcb, which is substituted with an activated carboxylic acid, to form a 5-7 membered cyclic ring, provided that, when Raa is substituted with a primary or secondary protected amine that, upon deprotection, can react with Rb (substituted with an activated carboxylic acid), then Raa is a substituted aromatic moiety.