123987-13-3, (3-(4-Methylpiperazin-1-yl)phenyl)methanol is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
A mixture of 18 (5.00 g, 19.1 mmol), /V-methylpiperazine (5.73 g, 57.2 mmol), Pd2(dba)3(3.49 g, 3.82 mmol), Cs2C03(12.4 g, 38.2 mmol) and 2,2′-bis(diphenylphosphino)-1 ,1 ‘-binaphthalene (3.56 g, 5.72 mmol) in 1 ,4-dioxane (5 mL) was degassed and purged with N2for 3 times, and then the mixture was stirred at 80 C for 18 h under N2atmosphere. Then the mixture was cooled to 15 C, filtered and concentrated in vacuum. The residue was purified via column chromatography (DCM/MeOH = 20:1) to give 19 (1.40 g, 31 %) as brown oil.1H NMR (400 MHz, DMSO-d6) 7.60 (s, 1 H), 7.52 (d, J = 7.5 Hz, 1 H), 7.34 – 7.30 (m, 1 H), 7.12 (dd, J = 7.7, 2.4 Hz, 1 H), 3.91 (s, 3H), 3.29 – 3.25 (m, 4H), 2.62 – 2.65 (m, 4H), 2.37 (s, 3H). To a solution of 19 (1.40 g, 5.98 mmol) in THF (10 mL) was added LiAIH4(454 mg, 12.0 mmol) at 0 C. The mixture was stirred at 70 C for 2 h. The mixture was cooled to 0 C and quenched by saturated solution of potassium sodium tartrate (3 mL), the precipitate formed was collected, filtered to remove the precipitate. The organic phase was concentrated in vacuum. The residue was purified via column chromatography (DCM/MeOH = 20:1) to give 20 (530 mg, 43%) as brown solid.1H NMR (400 MHz, DMSO-de) 7.26 (s, 1 H), 6.96 (s, 1 H), 6.91 – 6.80 (m, 2H), 4.66 (s, 2H), 3.32 – 3.05 (m, 4H), 2.66 – 2.48 (m, 4H), 2.36 (s, 3H). To a solution of 20 (530 mg, 2.57 mmol) in DCM (10 mL) was added /V-Boc- (S)-valine (670 mg, 3.08 mmol), DCC (795 mg, 3.86 mmol) and DMAP (62.8 mg, 0.514 mmol). The mixture was stirred at 15 C for 24 h. The mixture was filtered and concentrated in vacuum. The residue was purified by column chromatography (DC / eOH = 20:1) to give 21 (600 mg, 58%) as a brown solid. To a solution of 21 (200 mg, 0.493 mmol) in EtOAc (5 mL) was added HCI/EtOAc (4 , 2 mL). The mixture was stirred at 15 C for 15 h. Then the mixture was concentrated in vacuum, the precipitate formed was collected by filtration to give 22 (120 mg, 71 %) as a yellow solid.
123987-13-3, The synthetic route of 123987-13-3 has been constantly updated, and we look forward to future research findings.
Reference：
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; CARTER, David Scott; HALLADAY, Jason S.; JACOBS, Robert T.; LIU, Yang; PLATTNER, Jacob J.; ZHANG, Yong-Kang; WITTY, Michael John; (149 pag.)WO2017/195069; (2017); A1;,
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