71962-74-8Relevant articles and documents
Development of an efficient synthesis for a nipecotate-containing immunopotentiator
Moher, Eric D.,Tripp, Allie E.,Creemer, Lawrence C.,Vicenzi, Jeffrey T.
, p. 593 - 596 (2004)
The preparation of Elanco Animal Health immunopotentiator (S)-ethyl-1-(2-thiopheneacetyl)-3-piperidinecarboxylate (1) is described. The synthesis includes a new resolution of racemic ethyl nipecotate with dibenzoyl-L-tartaric acid. The resolved salt is found to couple directly with commercially available 2-thiopheneacetyl chloride under environmentally friendly Schotten-Baumann conditions to afford the amide in high yield. The final product is an oil which is purified by wiped film evaporative distillation.
Electrolytic synthesis of nipecotic acid ethyl ester
Muldakhmetov,Gazaliev,Kirilyus,Fazylov
, p. 1087 - 1089 (2007)
An electrolytic method was suggested for the synthesis of nipecotic acid ethyl ester in a diaphragm electrolytic cell on a copper cathode in aqueous-alcoholic alkali solution.
Cobalt-bridged secondary building units in a titanium metal-organic framework catalyze cascade reduction of N-heteroarenes
Feng, Xuanyu,Song, Yang,Chen, Justin S.,Li, Zhe,Chen, Emily Y.,Kaufmann, Michael,Wang, Cheng,Lin, Wenbin
, p. 2193 - 2198 (2019/02/20)
We report here a novel Ti3-BPDC metal-organic framework (MOF) constructed from biphenyl-4,4′-dicarboxylate (BPDC) linkers and Ti3(OH)2 secondary building units (SBUs) with permanent porosity and large 1D channels. Ti-OH groups from neighboring SBUs point toward each other with an O-O distance of 2 ?, and upon deprotonation, act as the first bidentate SBU-based ligands to support CoII-hydride species for effective cascade reduction of N-heteroarenes (such as pyridines and quinolines) via sequential dearomative hydroboration and hydrogenation, affording piperidine and 1,2,3,4-tetrahydroquinoline derivatives with excellent activity (turnover number ～ 1980) and chemoselectivity.
Process intensification for the continuous flow hydrogenation of ethyl nicotinate
Ouchi, Takashi,Battilocchio, Claudio,Hawkins, Joel M.,Ley, Steven V.
supporting information, p. 1560 - 1566 (2015/02/19)
Here we report a process intensification study for the selective, partial, and full hydrogenation of ethyl nicotinate using a trickle bed reactor for meso-flow transformations (HEL FlowCAT). The process achieved a throughput of 1219 g d-1 (78 g h-1 of product per g of active catalyst) for the partial hydrogenation to ethyl 1,4,5,6-tetrahydropyridine-3-carboxylate, whereas the productivity for the full hydrogenation process reached a 1959 g d-1 of throughput (408 g h-1 of product per g of active catalyst) on this laboratory-scale flow chemistry platform.
