Simple exploration of 336191-17-4

The synthetic route of 336191-17-4 has been constantly updated, and we look forward to future research findings.

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.

Step-1: tert-Butyl 8-(5-(trifluoromethyl)pyrimidin-2-yl)-2,8-diazaspiro[4.5]decane-2-carboxylate Sodium t-butoxide (625 mg, 6.51 mmol, 3.0 eq.) was added to a stirred solution of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (600 mg, 2.17 mmol, 1.0 eq.) and 2-chloro-5-(trifluoromethyl)pyrimidine (391 mg, 2.17 mmol, 1.0 eq.) in toluene (15 ml) and the reaction mixture was degassed with nitrogen. BINAP (80 mg, 0.13 mmol, 0.06 eq.) and Pd(OAc)2 (10 mg, 0.04 mmol, 0.02 eq.) were added and the resulting mixture was heated at 120 C. for 16 h. The reaction mixture was filtered through celite and the filtrate was evaporated under reduced pressure to afford the crude product which was purified by column chromatography (silica gel; 0-1% MeOH/MC) to yield the pure desired product as a white solid. Yield: 41% (350 mg, 1.2 mmol).

The synthetic route of 336191-17-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Gruenenthal GmbH; US2010/249095; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 336191-17-4

As the paragraph descriping shows that 336191-17-4 is playing an increasingly important role.

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem