With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.
EXAMPLE 7 N-[2-Amino-5-(2-thienyl)phenyl]-6-(1,8-diazaspiro[4.5]dec-8-yl)nicotinamide A mixture of tert-butyl [2-{[(6-chloropyridin-3-yl)carbonyl]amino}-4-(2-thienyl)phenyl]carbamate (200 mg, 0.47 mmol) and tert-butyl 1,8-diazaspiro[4.5]decane-1-carboxylate (200 mg, 0.83 mmol) in 5 mL of DMSO was treated with Et3N (0.104 mL) and stirred at 90 C. for 12 h. The reaction mixture was partitioned between EtOAc and saturated NaHCO3, the organic layer was dried (MgSO4), filtered and concentrated. Finally, the residue was dissolved in 1:1 TFA/CH2Cl2, stirred for 1 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 (MgSO4) gave the target spirocyclic compound: 1H NMR (600 MHz, DMSO-d6): delta 9.48 (s, 1 H), 8.72 (d, J=1.8, Hz, 1 H), 8.05 (dd, J=8.4, 1.8 Hz, 1 H), 7.42 (d, J=1.8 Hz, 1 H), 7.33 (d, J=5.4 Hz, 1 H), 7.26 (dd, J=8.4, 2.4 Hz, 1 H), 7.21 (d, J=3 Hz, 1 H), 7.02 (t, J=4.2 Hz, 1 H), 6.91 (d, J=9.6, 1 H), 6.77 (d, J=9.0, 1 H), 5.10 (s, 2 H), 3.80 (br m, 2 H), 3.57 (br m, 2 H), 2.96 (br m, 2 H), 1.79 (br m, 2 H), 1.58 (br m, 4 H); MS (ESI+): cal’d [M+H]+ 434.2, obs’d 434.2., 885279-92-5
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Reference：
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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