102169-44-8, name is 4-Bromo-5-methylbenzene-1,2-diamine, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 4-Bromo-5-methylbenzene-1,2-diamine
A mixture of (rac)-1-{[2,2-difluorocyclopropyl]methyl}-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole and (1 .50 g), 4-bromo-5-fluorobenzene-1,2-diamine (833 mg), bis(triphenylphosphine)palladium(ll)chloride (143 mg), triphenylphosphine (53 mg) and potassium carbonate solution (2 M in water, 6.1 mL) were dissolved in 39 mL 1-propanol. This mixture was stirred at 120 C for 2 hours. The reaction mixture was concentrated under reduced pressure. The residue was diluted with water and dichloromethane/lsopropanol (7:3). The layers were separated and the aqueous layer was extracted with dichloromethane/lsopropanol twice. The combined organic layers were concentrated under reduced pressure. The crude product was purified by flash chromatography to provide the target compound: 850 mg, 85% purity. LC-MS (Method 2): Rt = 0.87 min; MS (ESIpos): m/z = 283 [M+H]+ 1H-NMR (400MHz, DMSO-d6): _ [ppm]= 1 .42 – 1 .57 (m, 1H), 1 .60 – 1 .78 (m, 1H), 2.14 – 2.31 (m, 1H), 4.24 (br d, 2H), 4.28 – 4.45 (m, 2H), 4.79 (s, 2H), 6.36 (d, 1H), 6.71 (d, 1H), 7.59 -7.68 (m, 1H), 7.86 (d, 1H).
The synthetic route of 102169-44-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; LEFRANC, Julien; MENGEL, Anne; SCHULZE, Volker; CHRIST, Clara; PRINZ, Florian; WENGNER, Antje, Margret; STOeCKIGT, Detlef; BOeMER, Ulf; BADER, Benjamin; (288 pag.)WO2017/207534; (2017); A1;,
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