With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.336191-17-4,tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate,as a common compound, the synthetic route is as follows.
EXAMPLE 3 N-[2-Amino-5-(2-thienyl)phenyl]-6-(2,8-diazaspiro[4.5]dec-8-yl)nicotinamide 2-Thiophenyl Boc-chloronicotinamide F (60 mg, 0.14 mmol) was dissolved in 1 mL of DMSO and treated with NEt3 (0.100 mL) and tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (50 mg, 0.21 mmol). The mixture was stirred at 90 C. for 18 h, partitioned between EtOAc and saturated NaHCO3, dried (Na2SO4), filtered and concentrated. The residue was dissolved in 1 mL of 1:1 TFA/CH2Cl2, stirred for 5 h and concentrated. Reverse-phase chromatography (10-100% MeCN/water with 0.05% TFA) followed by neutralization with EtOAc/sat’d NaHCO3 extraction and drying (Na2SO4) gave the target spirocyclic compound: 1H NMR (600 MHz, CD3OD): delta 8.73 (s, 1 H), 8.06 (dd, J=8.8, 2.1 Hz, 1 H), 7.45 (s, 1 H), 7.33 (dd, J=8.2, 2.1 Hz, 1 H), 7.21 (dd, J=5.0, 1.2 Hz, 1 H), 7.19 (dd, J=3.5, 0.9 Hz, 1 H), 7.00 (dd, J=5.0, 3.5 Hz, 1 H), 6.88 (d, J=8.5 Hz, 1 H), 6.81 (d, J=9.1 Hz, 1 H), 3.72 (m, 2 H), 3.62 (m, 2 H), 2.94 (t, J=7.3 Hz, 2 H), 2.71 (s, 2 H), 1.68 (t, J=7.0 Hz, 2 H), 1.60 (m, 4 H); MS (ESI+): cal’d [M+H]+ 434.2, obs’d 434.2.
As the paragraph descriping shows that 336191-17-4 is playing an increasingly important role.
Reference£º
Patent; Berk, Scott C.; Close, Joshua; Hamblett, Christopher; Heidebrecht, Richard W.; Kattar, Solomon D.; Kliman, Laura T.; Mampreian, Dawn M.; Methot, Joey L.; Miller, Thomas; Sloman, David L.; Stanton, Matthew G.; Tempest, Paul; Zabierek, Anna A.; US2007/117824; (2007); A1;,
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