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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Flow Synthesis of 2-[Methyl(pyridin-2-yl)amino]ethanol: An Experimental and Computational Study

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Cuesta Calvo, Paulo Victor [1] ; Batista, Patrick Rodrigues [2] ; de Oliveira Silva, Renan Rodrigues [1] ; Converti, Attilio [3] ; Al Arni, Saleh [4] ; Solisio, Carlo [3] ; Ducati, Lucas C. [2] ; Alves Palma, Mauri Sergio [1]
Total Authors: 8
[1] Univ Sao Paulo, Sch Pharmaceut Sci, Av Prof Lineu Prestes, 580 Butanta, BR-05508000 Sao Paulo, SP - Brazil
[2] Univ Sao Paulo, Inst Chem, Av Prof Lineu Prestes, 748 Butanta, BR-05508000 Sao Paulo, SP - Brazil
[3] Univ Genoa, Dept Civil Chem & Environm Engn, Via Opera Pia 15, I-16145 Genoa - Italy
[4] Univ Hail, Coll Engn, Dept Chem Engn, POB 2440, Hail 81441 - Saudi Arabia
Total Affiliations: 4
Document type: Journal article
Web of Science Citations: 0

Microreactor technology is increasingly applied in the chemical-pharmaceutical industry for safer and more efficient drug production as compared to the traditional batch process. This technology is employed for the first time to study the production of 2-{[}methyl(pyridin-2-yl)amino]ethanol, the first intermediate in rosiglitazone synthesis. Under the optimum operating conditions, a single microreactor chip at 160 degrees C allowed to produce the equivalent of more than five batch reactors at 120 degrees C. The kinetic study indicated that the reaction is second order. Thermodynamic parameters were determined by the Eyring equation and density functional theory (DFT) calculations with good agreement. DFT results suggested a concerted nucleophilic aromatic substitution reaction mechanism. (AU)

FAPESP's process: 18/07308-4 - Effect of solvent on shielding tensor and coupling constant calculations of platinum (iii) dinuclear complexes via ab initio molecular dynamics
Grantee:Patrick Rodrigues Batista
Support type: Scholarships in Brazil - Doctorate
FAPESP's process: 17/12830-9 - Synthesis of Pioglitazone, Rosiglitazone and Lobeglitazone in continuous flow in capillary microreactors
Grantee:Mauri Sergio Alves Palma
Support type: Regular Research Grants
FAPESP's process: 18/26717-2 - Rosiglitazone synthetic route development in batch process and capillary microreactor
Grantee:Paulo Victor Cuesta Calvo
Support type: Scholarships in Brazil - Doctorate (Direct)
FAPESP's process: 20/10246-0 - Nuclear magnetic resonance spectroscopy: from pulse sequences to structural assignments
Grantee:Claudio Francisco Tormena
Support type: Research Projects - Thematic Grants
FAPESP's process: 18/01478-5 - Synthesis of pioglitazone in batch and capillary microreactor
Grantee:Renan Rodrigues de Oliveira Silva
Support type: Scholarships in Brazil - Doctorate
FAPESP's process: 17/17750-3 - Solvent Effect in NMR Parameters by ab initio Molecular Dynamics
Grantee:Lucas Colucci Ducati
Support type: Regular Research Grants