- Synthesis of (5,6-dihydro-4h-pyrrolo[1,2-b]pyrazol-3-yl)methanamine
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This short paper reports the development of a new method for the synthesis of (5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)methanamine. Pyrazole was initially protected with an N-SEM protective group, followed by alkylation at C-5 position with 1-bromo-3-chloropropane. Following SEM deprotection, the intramolecular ring was closed and then a bromine atom (Br) was introduced with N-bromosuccinimide (NBS) by electrophilic aromatic substitution (SEAr), forming 3-bromo-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole. The Br group was subsequently converted into aldehyde group, then into oxime. The final step of hydrogenation resulted in the desired product. The overall yield through the 8-step reaction process was found to be 29.4%. The intermediates and final product were identified by HPLC-MS and 1H NMR. This development provides a novel synthetic route to the formation of 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole skeleton.
- Bai, Zhong-Gang,Qi, Hui,Zhang, Qun-Zheng,Ma, Yu,Pan, Qing,Zhang, Xun-Li
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- Structure-Based Design of Highly Selective Inhibitors of the CREB Binding Protein Bromodomain
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Chemical probes are required for preclinical target validation to interrogate novel biological targets and pathways. Selective inhibitors of the CREB binding protein (CREBBP)/EP300 bromodomains are required to facilitate the elucidation of biology associa
- Denny, R. Aldrin,Flick, Andrew C.,Coe, Jotham,Langille, Jonathan,Basak, Arindrajit,Liu, Shenping,Stock, Ingrid,Sahasrabudhe, Parag,Bonin, Paul,Hay, Duncan A.,Brennan, Paul E.,Pletcher, Mathew,Jones, Lyn H.,Chekler, Eugene L. Piatnitski
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p. 5349 - 5363
(2017/07/22)
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