With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21655-48-1,cis-2,6-Dimethylpiperazine,as a common compound, the synthetic route is as follows.
Example 264 N-[(6-Cyano-3′-{[(3R,5S)-3,5-dimethyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-N’-{[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-1,3-benzenedicarboxamide N-[(6-Cyano-3′-formyl-3-biphenylyl)methyl]-N’-{[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}-1,3-benzenedicarboxamide (108 mg, 0.000161 mol) in DCM (4 mL) and (2R,6S)-2,6-dimethylpiperazine (26.7 mg, 0.00023 mol) were mixed with sodium triacetoxyborohydride (68.3 mg, 0.00032 mol) and AcOH (11.6 mg, 11 muL). This solution was stirred overnight at room temperature. LC-MS showed that the reaction was complete. The reaction was quenched with sat. aq. NaHCO3, then extracted with DCM (2*). The combined organic extracts were washed with sat. aq. NaCl, dried (Na2SO4) and concentrated to a glassy foam (122.9 mg). Purification was carried out on Gilson instrument with acetonitrile-water (0.1percent TFA) gradient; C18-RP column. Fractions containing the clean desired product were combined; diluted with EtOAc; washed with sat. aq. NaHCO3; and the aq. phase was back-extracted with EtOAc. Combined organic layers were washed with sat. aq. NaCl and dried (Na2SO4) and concentrated to a residue. It was taken up in a small amount of DCM and transferred to a vial and pumped down to afford the title compound as a white solid [62.3 mg (51percent)]. LC-MS m/z 769.7 (M+H)+., 21655-48-1
As the paragraph descriping shows that 21655-48-1 is playing an increasingly important role.
Reference£º
Patent; Glaxo Group Limited; US2009/197871; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics