149765-24-2

Upstream product

• 149765-17-3 diethyl N-<2-pivaloylamino-4-chloro<(pyrrolo<2,3-d>pyrimidin-5-yl)ethynyl>benzoyl>-L-glutamate 
• 149765-16-2 N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide 
• 149765-15-1 N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide 
• 7355-55-7 2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 
• 84955-31-7 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine 
• 3282-30-2 pivaloyl chloride 

Relevant academic research and scientific papers

THE SYNTHESIS OF N-PYRIMIDIN-5-YL)ETHYL>BENZOYL>-L-GLUTAMIC ACIDS AS ANTINEOPLASTIC AGENTS

A series of N-pyrimidin-5-yl)ethyl>benzoyl>-L-glutamic acids were synthesized.In this current synthesis, compound 2-amino-4-chloro-pyrrolopyrimidine (4) was selected as an important precursor for the preparation of key intermediates such as 5b, 10b, 15a and 15b.These highly functionalized pyrrolopyrimidines were then later coupled with either 4-ethynylbenzoylglutamate or 4-iodobenzoylglutamate in a palladium catalyzed Heck reaction and thus provided the basic skeleton of the targeted molecules.The availability ofthe chlorine atom at the 4-position of the pyrrolopyrimidine nucleus has allowed us to introduce different substituents at this position efficiently.By this approach, we were able to prepare a variety of 4-substituted pyrrolopyrimidine based folate antagonists (2a-2g) which are closely related to the novel thymidylate synthase inhibitor LY231514.In vitro analysis has demonstrated that some of these agents are highly cytotoxic against human leukemic cells (CCRF-CEM) in culture.