Molbank (Oct 2017)

(S)-2-(4-Chlorobenzoyl)-1,2,3,4-tetrahydrobenzo[e]pyrazino[1,2-a][1,4]diazepine-6,12(11H,12aH)-dione—Synthesis and Crystallographic Studies

  • Adam Mieczkowski,
  • Damian Trzybiński,
  • Marcin Wilczek,
  • Mateusz Psurski,
  • Maciej Bagiński,
  • Bartosz Bieszczad,
  • Magdalena Mroczkowska,
  • Krzysztof Woźniak

DOI
https://doi.org/10.3390/M964
Journal volume & issue
Vol. 2017, no. 4
p. M964

Abstract

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(S)-2-(4-Chlorobenzoyl)-1,2,3,4-tetrahydrobenzo[e]pyrazino[1,2-a][1,4]diazepine-6,12(11H,12aH)-dione was obtained in a three-step, one-pot synthesis, starting from optically pure (S)-2-piperazine carboxylic acid dihydrochloride. Selective acylation of the β-nitrogen atom followed by condensation with isatoic anhydride and cyclization with HATU/DIPEA to a seven-member benzodiazepine ring, led to the tricyclic benzodiazepine derivative. Crystallographic studies and initial biological screening were performed for the title compound.

Keywords