20443-99-6Relevant articles and documents
PRMTI Type methyltransferase inhibition active compound as well as preparation and application thereof
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Paragraph 0014, (2021/11/03)
The invention relates to a compound with PRMT I-type methyltransferase inhibition activity and preparation and application thereof, wherein the compound has the structure shown I. The compound of the formula I has a good inhibition effect on PRMT I-type m
Continuous photochemical benzylic bromination using: In situ generated Br2: Process intensification towards optimal PMI and throughput
Steiner, Alexander,Williams, Jason D.,De Frutos, Oscar,Rincón, Juan A.,Mateos, Carlos,Kappe, C. Oliver
supporting information, p. 448 - 454 (2020/02/13)
The detailed development of photochemical benzylic brominations using a NaBrO3/HBr bromine generator in continuous flow mode is reported. Optimization of the bromine generator enables highly efficient mass utilization by HBr recycling, coupled with fast interphase transfer within a microstructured photochemical reactor (405 nm LEDs). Intensification of the reaction system, including complete removal of organic solvent, allowed a reduction in PMI from 13.25 to just 4.33. The photochemical transformation achieved exceptionally high throughput, providing complete conversion in residence times as low as 15 s. The organic solvent-free preparation of two pharmaceutically relevant building blocks was demonstrated with outstanding mass efficiency, by monobromination (1.17 kg scale in 230 min, PMI = 3.08) or dibromination (15 g scale in 20 min, PMI = 3.64).
Nucleophilic Substitution of Aliphatic Fluorides via Pseudohalide Intermediates
Jaiswal, Amit K.,Prasad, Pragati K.,Young, Rowan D.
, p. 6290 - 6294 (2019/04/26)
A method for aliphatic fluoride functionalization with a variety of nucleophiles has been reported. Carbon–fluoride bond cleavage is thermodynamically driven by the use of silylated pseudohalides TMS-OMs or TMS-NTf2, resulting in the formation of TMS-F and a trapped aliphatic pseudohalide intermediate. The rate of fluoride/pseudohalide exchange and the stability of this intermediate are such that little rearrangement is observed for terminal fluoride positions in linear aliphatic fluorides. The ability to convert organofluoride positions into pseudohalide groups allows facile nucleophilic attack by a wide range of nucleophiles. The late introduction of the nucleophiles also allows for a wide range of functional-group tolerance in the coupling partners. Selective alkyl fluoride mesylation is observed in the presence of other alkyl halides, allowing for orthogonal synthetic strategies.