## 2 Materials and Methods
### General Procedure for Synthesis of Fluorinated Pyrazoles (**3a-j**)  
All compounds were synthesized according to [PERSON] et al. [18]. Briefly, equimolar amounts of desired acetophenone and aldehyde were mixed together in cold methanol and 50% aqueous NaOH solution was added. The mixture was stirred for 4 h and poured over crushed ice, the product was filtered and dried. The second step included synthesis of desired compounds from synthesized chalcone, hydrazine hydrate and formic acid under reflux for 10 h. The mixture was cooled, the obtained precipitate filtered and dried. _3-(4-fluorophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-carbaldehyde (**3a**)  
Mp = 131-132 \({}^{\circ}\)C; Rf = 0.81; \({}^{1}\)H NMR (300 MHz, ppm, DMSO-\(d_{6}\)): 8.87 (s, 1H, \(-\)CHO); 7.86-7.84 (m, 2H, arom. ), 7.33-7.32 (m, 2H, arom. ), 7.17-7.15 (d, 2H, arom. ), 6.90-6.89 (d, 2H, arom. ), 5.50-5.47 (m, 1H, CH-pyr. ), 3.91-3.86 (m, 1H, \(-\)CH\({}_{2}\)-pyr. ), 3.73 (s, 3H, OCH\({}_{3}\)), 3.22-3.18 (m, 1H, CH\({}_{2}\)-pyr. ); \({}^{13}\)C NMR (DMSO-\(d_{6}\)) \(\delta\) (ppm): 164.1, 162.5, 159.5, 158.6, 155.2, 133.3, 129.2, 129.1, 127.0, 115.9, 115.8, 114.0, 58.1, 55.1, 42.3; MS: _m/z_ calcd for [C\({}_{17}\)H\({}_{15}\)FN\({}_{2}\)O\({}_{2}\)]+ ([M+H]+/M++H+Na): 298.31, found 299.0/321.20. _3-(4-fluorophenyl)-5-(2-methoxy)-4,5-dihydro-1H-pyrazol-1-carbaldehyde (**3b**)  
Mp = 110-112 \({}^{\circ}\)C; Rf = 0.84; \({}^{1}\)H NMR (300 MHz, ppm, DMSO-\(d_{6}\)): 8.91 (s, 1H, \(-\)CHO); 7.85-7.80 (m, 2H, arom. ), 7.32-7.25 (m, 3H, arom. ), 7.06-6.99 (d, 2H, arom. ), 6.92-6.87 (d, 1H, arom. ), 5.67-5.61 (m, 1H, CH-pyr. ), 3.91-3.86 (m, 1H, \(-\)CH\({}_{2}\)-pyr. ), 3.80 (s, 3H, OCH\({}_{3}\)), 3.09-3.02 (m, 1H, CH\({}_{2}\)-pyr. ); \({}^{13}\)C NMR (DMSO-\(d_{6}\)) \(\delta\) (ppm): 165.4, 162.1, 160.0, 156.4, 156.1, 129.6 (d, \(J\) = 8.78 Hz), 129.3, 128.7, 127.9, 126.4, 120.8, 116.5, 116.2, 111.9, 56.3, 55.1, 41.8; _m/z_ calcd for [C\({}_{17}\)H\({}_{15}\)FN\({}_{2}\)O\({}_{2}\)]+ ([M+H]+/M++H+Na): 298.31, found 299.20/321.10. _5-(3-fluorophenyl)-3-(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-carbaldehyde (**3c**)  
Mp = 157 \({}^{\circ}\)C; Rf = 0.85; \({}^{1}\)H NMR (300 MHz, ppm, DMSO-\(d_{6}\)): 8.91 (s, 1H, \(-\)CHO); 7.86-7.84 (m, 2H, arom. ), 7.42-7.39 (m, 1H, arom. ), 7.33-7.31 (m, 2H, arom. ), 7.13-7.08 (d, 3H, arom. ), 5.58-5.56 (m, 1H, CH-pyr. ), 3.95-3.90 (m, 1H, \(-\)CH\({}_{2}\)-pyr. ), 3.28-3.24 (m, 1H, CH\({}_{2}\)-pyr. ); \({}^{13}\)C NMR (DMSO-\(d_{6}\)) \(\delta\) (ppm): 164.2, 163.1, 162.5, 161.5, 159.7, 155.2, 143.9, 130.8 (d, \(J\) = 8.41 Hz), 129.1 (d, \(J\) = 8.41 Hz), 127.3, 121.7 (d, \(J\) = 2.40 Hz), 115.9, 114.4, 114.2, 112.8, 112.7, 58.1, 42.2; MS: _m/z_ calcd for [C\({}_{16}\)H\({}_{12}\)F\({}_{2}\)N\({}_{2}\)O]+ ([M+H]+/M++H+Na): 286.28, found 287.10/309.20. _(E)-3-(4-fluorophenyl)-5-(4-styrylphenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde (**3d**)  
Mp = 157 \({}^{\circ}\)C; Rf = 0.86; \({}^{1}\)H NMR (300 MHz, ppm, DMSO-\(d_{6}\)): 8.86 (s, 1H, \(-\)CHO); 7.85-7.80 (m, 2H, arom. ), 7.44-7.42 (m, 2H, arom. ), 7.34-7.28 (m, 5H, arom. ), 6.60-6.56 (d, 1H, styryl), 6.36-6.28 (q, 1H, styryl), 5.20-5.12 (m, 1H, CH-pyr. ), 3.73-3.64 (m, 1H, \(-\)CH\({}_{2}\)-pyr. ), 3.29-3.22 (m, 1H, CH\({}_{2}\)-pyr. ); \({}^{13}\)C NMR (DMSO-\(d_{6}\)) \(\delta\) (ppm): 165.4, 162.2, 160.3, 156.1, 136.2, 135.4, 134.4, 134.1, 132.9, 131.3, 129.9, 129.6, 129.4, 129.1, 128.3, 128.1, 127.7, 127.2, 126.9, 116.5, 116.2, 57.7; _m/z_ calcd for [C\({}_{24}\)H\({}_{19}\)FN\({}_{2}\)O]+ ([M+H]+/M++H+Na): 370.42, found 371.3/393.20. _3-(4-fluorophenyl)-5-(3-methoxy)-4,5-dihydro-1H-pyrazol-1-carbaldehyde (**3e**)  
Mp = 143-145 \({}^{\circ}\)C; Rf = 0.83; \({}^{1}\)H NMR (300 MHz, ppm, DMSO-\(d_{6}\)): 8.91 (s, 1H, \(-\)CHO); 7.86-7.83 (m, 2H, arom. ), 7.33-7.25 (m, 3H, arom. ), 7.33-7.31 (m, 2H, arom. ), 6.86-6.84 (m, 1H, arom. ), 6.80-6.78 (m, 2H, arom. ), 5.53-5.50 (m, 1H, CH-pyr. ), 3.93-3.88 (m, 1H, \(-\)CH\({}_{2}\)-pyr. ), 3.74 (s, 3H, OCH\({}_{3}\)), 3.23-3.19 (m, 1H, CH\({}_{2}\)-pyr.