Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 875664-41-8, name is 3-Bromo-4,5-difluoroaniline, A new synthetic method of this compound is introduced below., name: 3-Bromo-4,5-difluoroaniline
This acid (700 mg,2.33mmol), 3-aminobenzonitrile (347.8mg, 2.91 mmol), HATU (1108mg, 2.9l4mmol) andDIPEA (1 .2mL, 6.99 mmol) was dissolved in DMF (7 mL) and the mixture was stirred at roomtemperature for 16 h. The mixture was poured in 100 mL ice water and was extracted withEtOAc. The organic layer was separated, washed with brine, dried (MgSO4), filtered andconcentrated in vacuo. The residue was purified on a silica using a gradient eluent HeptaneEtOAc 100-0 -> 50-50. The product fractions were collected and concentrated in vacuo. The product was crystallized from 2-propanol, filtered off and dried in vacuo, yielding compound 158 (518 mg) as a white solid.Compound 205 (893 mg) was prepared similarly as described for compound 158 using 3-bromo-4,5-difluoroaniline (970 mg, 4.663 mmol) instead of 3-aminobenzonitrile and stirring at 60C during 18 h. The obtained residue was warmed with CH2C12/heptanes and the white solid collected by filtration. Method A: Rt: 1.79 mm mlz: 489.9 (M-H)- Exact mass: 488.98. ?H NMR (400 MHz, DMSO-d6) oe ppm 1.08 (d, J=7.0 Hz, 3 H), 3.84 – 3.99 (m, 1 H), 3.92 (s, 3 H), 7.36 (d,J=1.8 Hz, 1 H), 7.67 (d, J=1.5 Hz, 1 H), 7.80 – 7.93 (m, 2 H), 8.19 (br. s., 1 H), 10.30 (s, 1 H). Differential scanning calorimetry: From 30 to 300 C at 10C/mm: peak at 196.72 C.
The synthetic route of 875664-41-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; HACHE, Geerwin, Yvonne, Paul; LAST, Stefaan, Julien; MC GOWAN, David, Craig; ROMBOUTS, Geert; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2014/184350; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary