Rapid Detection and Identification of Impurities in Ten 2-Naphthalenamines Using an Atmospheric Pressure Solids Analysis Probe in Conjunction with Ion Mobility Mass Spectrometry

Abstract

The atmospheric pressure solids analysis probe (ASAP), in conjunction with ion mobility time-of-flight mass spectrometry (IM-ToF-MS), has been applied to the impurity profiling study of ten 2-naphthalenamines. The impurity profiles achieved by ASAP-IM-MS were compared with those obtained by liquid chromatography-electrospray ionisation-mass spectrometry (LC-ESI-MS). All the impurities at the level of 0.1 area % and above, except for one, detected by LC-ESI-MS, were also found by ASAP-IMS analyses. In addition, one non-polar compound was detected by ASAP-IM-MS alone. The IM-MS plot of ion drift time versus m/z values offered sufficient separation between the impurities with different m/z. Therefore, instead of LC as a separation tool, IM-MS is able to provide fingerprint profiling for the ten samples analysed. The time of each analysis has been reduced from 25 min by LC-MS to less than 3 min by ASAP-IM-MS. When collision energy was applied for the selected precursor ion in the transfer T-wave, a clean MS/MS spectrum was obtained for structural elucidation of unknown impurities. The hyphenation of ASAP and IM-MS techniques represents a highly efficient approach for rapid detection and identification of impurities generated in complex reactions involved in pharmaceutical development.

Identification of Ion Series Using Ion Mobility Mass Spectrometry: The Example of Alkyl-Benzothiophene and Alkyl-Dibenzothiophene Ions in Diesel Fuels

“…In the ion mobility cell, ions drift in a buffer gas under the influence of an electric field, leading to a separation in the millisecond time scale based on their ion-neutral collision cross section. The IMMS data yields a drift time vs m / z 2D-plot in which the different species are separated and organized depending on their properties. , The hyphenation of ASAP and IMMS has been presented as an efficient approach for detection and identification of impurities or additives, especially if the structure of the targeted ions is clearly different from those of the matrix. − The major difficulty with the petroleum products analysis is that the thousands of components which constitute the sample cover a wide range of structures (e.g., from linear alkanes to the highly compact asphaltenes) but also have very similar molecular structures which differ from each other only by alkyl-chain length or presence of heteroatoms. The result of this complexity is a continuous, feather-like distribution of ions along the m/z vs drift time plot which leads to a time-consuming data processing …”

Regioisomerism in the Synthesis of a Chiral Aminotetralin Drug Compound: Unraveling Mechanistic Details and Diastereomer-Specific In-Depth NMR Investigations

“…Analytical data: HRMS were recorded using ESI positive ionization mode calcd for C 19 H 23 BrN (M + H) 344.1014.…”

“…Analytical data: HRMS were recorded using ESI positive ionization mode 20 16: 1 H NMR (600 MHz, CDCl 3 ) δ = 1.36 (d J = 6.6 Hz, 3H, H-13), 1.56 (m, 1H, H-3 β ), 1.80 (br 1H, NH), 2.11 (m, 1H, H-3 α ), 2.13 (s, 3H, H-11), 2.42 (m, 1H, H-4 α ), 2.52 (m, 1H, H-1 α ), 2.68 (dt J 1 =17.8 Hz, J 2 =10.6, J 3 =5.3 Hz, 1H, H-4 β ), 2.75 (m, 1H, H-2), 2.77 (m, 1H, H-1 β ), 4.01 (q J = 6.6 Hz, 1H, H-12), 7.00 (s, 1H, H-8), 7.08 (s, 1H, H-6), 7.26 − 7.37 (m, 5H, Ph-ring) ppm; 13…”

Plasma‐based ambient ionization mass spectrometry in bioanalytical sciences

“…The biggest advantage of this method is that the sample does not need to be separated before the mass spectrometry analysis. Therefore, liquid chromatography could be replaced by ion mobility mass spectrometry, resulting in a reduction of the time necessary for the analyses (Pan & Lundin, ).…”