130596-62-2

General procedure for the synthesis of 4,4-dimethyl-1,4-azasilane hydrochloride from the compound (CAS:130596-60-0): 6N HCl (10.5 mmol) was added to an ethanol (EtOH) solution of compound 3 (2.3 g, 10.5 mmol), followed by removal of solvent under reduced pressure. The reaction mixture was co-evaporated with EtOH (2 x 10 mL) and recrystallized from a mixed EtOH-ether solvent. The ethanol solution of the resulting HCl salt was added dropwise to the slurry of Pd/C in EtOH, and the reaction was stirred for 20 h at 25 °C under hydrogen atmosphere. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filter cake was washed with methanol (2 x 20 mL). The filtrate was concentrated under reduced pressure to give a viscous oil, which was subsequently titrated with ether to give the final product 4 as a white solid (950 mg) in 70% yield. The synthesis of this compound was previously documented in patent WO 2006/066872.

[1] Patent: WO2013/54275, 2013, A1. Location in patent: Page/Page column 18-19; 22
[2] Patent: US2014/296133, 2014, A1. Location in patent: Paragraph 0075; 0092
[3] ACS Medicinal Chemistry Letters, 2015, vol. 6, # 11, p. 1105 - 1110
[4] Patent: CN107266421, 2017, A. Location in patent: Paragraph 0094; 0095; 0096