Patent BG-104724-A (BG)
Title: Method for preparing an n-[(aliphatic or aromatic)carbonyl]-2-aminoacetamide compound and a cyclyzed compound
Inventor: HULME CHRISTOPHER
IPC: C07D241/18
Filed: 2000-08-29
Abstract: The present invention relates to a method for preparing an N-[(aliphatic or aromatic) carbonyl]-2-aminoacetamide compound of wherein Ra is Raa is hydrogen, optionally substituted aliphatic or optionally substituted aromatic; Rb is hydrogen, optionally substituted aliphatic or optionally substituted aromatic; Rca and Rcb are independently hydrogen, optionally substituted aliphatic or optionally substituted aromatic; Rd is and Rda is optionally substituted aliphatic or optionally substituted aromatic; and Raa is substituted with a primary or secondary protected amine that upon deprotection can react with the *ab or *db carbon, or at least one of Rb, Rca or Rcb where each is at least substituted with an activated carboxylic acid to form 5-7 membered cyclic ring; or Rb is substituted with a primary or secondary protected amine that upon deprotection can react with the *ab or *db carbon, or at least one of Rb, Rca or Rcb where each is at least substituted with an activated carboxylic acid to form a 5-7 membered cyclic ring; or Rda is substituted with a primary or secondary protected amine that upon deprotection can react with at least one of Rca and Rcb where each is at least 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 at least substituted with an activated carboxylic acid, when Raa is other than substituted aliphatic, comprising reacting the following four components: a carbonyl compound of formula or Rca and Rcb are independently substituted with the *ab or *db carbon, or at least one of Raa, Rb, Rc, Rcb and Rda where each is at least substituted with an activated carboxylic acid to form a 5-7 membered cyclic ring, or Rda is substituted with a primary or secondary protected amine that upon deprotection can react with at least one of Rca or Rcb where each is at least substututed 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 at least substituted with an activated carboxylic acid, then Raa is other than substituted aliphatic, comprising reacting the following compounds: a carbonyl compound of formula an amine compound of formula NH2Rb, an isonitrile compound of formula NCRda, and an acid compound of formula RaCO2H, to produce the N-[aliphatic or aromatic)carbonyl]2-aminoacetamide compound, and the N-[aliphatic or aromatic)carbonyl]-2-aminoacetamide compound. The invention is also directed to a method for cyclyzing N-[(aliphatic or aromatic)carbonyl]-2-aminoacetamide compound to a cyclic compound selected from the group consisting of 1,4-benzodiazepine-2,5-dione derivative, diketopiperazine derivative, ketopiperazine derivative, lactam derivative, 1,4-benzodiazepine derivative and dihydroquinoxalinons derivative, and the cyclized compound. 52 claims