DMAP catalyzed synthesis of some new pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidines

DMAP catalyzed synthesis of some new pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidines Starting from 2-amino-1-methyl-4,5-diphenyl-1H-pyrrole-3-carbonitrile, the synthesis of some new tricyclic pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidines catalyzed by 4-(N,N-dimethylamino)pyridine (DMAP) is described. Room-temperature reaction of 2-amino-1-methyl-4,5-diphenyl-1H-pyrrole-3-carbonitrile with triethyl orthoesters afforded the corresponding imidic esters. Treatment of these compounds with hydrazine hydrate at room temperature gave 4-imino-3H-pyrrolo[2,3-d]pyrimidin-3-amines, which were subsequently cyclized to the titled compounds on heating with acyl chlorides in the presence of DMAP as catalyst under solvent-free conditions. All synthetic compounds were characterized on the basis of their spectral and microanalytical data. The NOE and NOESY experiments on one of the final products show that no Dimroth rearrangement has occurred in compounds 4-imino-3H-pyrrolo[2,3-d]pyrimidin-3-amines under the reaction conditions. Research on Chemical Intermediates Springer Journals

DMAP catalyzed synthesis of some new pyrrolo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidines

Loading next page...
Springer Netherlands
Copyright © 2014 by Springer Science+Business Media Dordrecht
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
Publisher site
See Article on Publisher Site


You’re reading a free preview. Subscribe to read the entire article.

DeepDyve is your
personal research library

It’s your single place to instantly
discover and read the research
that matters to you.

Enjoy affordable access to
over 12 million articles from more than
10,000 peer-reviewed journals.

All for just $49/month

Explore the DeepDyve Library

Unlimited reading

Read as many articles as you need. Full articles with original layout, charts and figures. Read online, from anywhere.

Stay up to date

Keep up with your field with Personalized Recommendations and Follow Journals to get automatic updates.

Organize your research

It’s easy to organize your research with our built-in tools.

Your journals are on DeepDyve

Read from thousands of the leading scholarly journals from SpringerNature, Elsevier, Wiley-Blackwell, Oxford University Press and more.

All the latest content is available, no embargo periods.

See the journals in your area

Monthly Plan

  • Read unlimited articles
  • Personalized recommendations
  • No expiration
  • Print 20 pages per month
  • 20% off on PDF purchases
  • Organize your research
  • Get updates on your journals and topic searches


Start Free Trial

14-day Free Trial

Best Deal — 39% off

Annual Plan

  • All the features of the Professional Plan, but for 39% off!
  • Billed annually
  • No expiration
  • For the normal price of 10 articles elsewhere, you get one full year of unlimited access to articles.



billed annually
Start Free Trial

14-day Free Trial