Category: 1180112-41-7

1180112-41-7, tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of intermediate 343 (100 mg, 240.2 muiotaetaomicron, 1 eq) in CH3CN (5 mL) were added tert-butyl 1, 7-diazaspiro[3.5]nonane-7-carboxylate (109 mg, 480.5 muiotaetaomicron, 2 eq) and K2C03 (199 mg, 1.44 mmol, 6 eq). The mixture was stirred at 70 C for 15h. The mixture was extracted with EtOAc and the organic layer was concentrated to dryness. The crude was purified by TLC (EtOAc), to give intermediate 344 (40 mg, 54.4 muiotaetaomicron, 22.6% yield)., 1180112-41-7

The synthetic route of 1180112-41-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; BERTHELOT, Didier Jean-Claude; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston Stanislas Marcella; GILISSEN, Ronaldus Arnodus Hendrika Joseph; LAWSON, Edward Charles; PANDE, Vineet; PARADE, Marcus Cornelis Bernardus Catharina; SCHEPENS, Wim Bert Griet; SHOOK, Brian Christopher; THURING, Johannes Wilhelmus John F.; VIELLEVOYE, Marcel; SUN, Weimei; WU, Tongfei; MEERPOEL, Lieven; (244 pag.)WO2017/153186; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1180112-41-7,tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate,as a common compound, the synthetic route is as follows.,1180112-41-7

tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate (1.5 g, crude) and 2,6-dichloro-4- ethylpyridine-3,5-dicarbonitrile (synthesis described in example 3 step 2, 1 g, 4.5 mmol) were dissolved in tetrahydrofuran (20 mL) and triethylamine (1.14 g, 11.25 mmol) was added at 0 C. The resultant mixture was stirred at ambient temperature for 2 hours and then diluted with ethyl acetate (60 mL). The mixture was washed with water (40 mL) and brine (40 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the title compound (2.1 g, crude) as a yellow oil which was used in the next step without further purification. LCMS m/z = 437.8 [M+Na]+.

1180112-41-7 tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate 56962134, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1180112-41-7,tert-Butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate,as a common compound, the synthetic route is as follows.

A suspension of tert-butyl 1,7-diazaspiro[3.5]nonane-7-carboxylate (0.5 g, 2.21 mmol) and 10% palladium on carbon (0.235 g, 0.221 mmol) in EtOH/MeCN (2:1, 5 mL) was prepared and stirred at RT under 2 atmospheres H2for 22 h. The reaction mixture was filtered through Celite, washing with MeOH (50 mL). The filtrate was concentrated in vacuo and the resulting residue was purified by chromatography on silica gel (12 g column, 0-15% (0.7 M Ammonia/MeOH)/DCM) to afford tert-butyl 1-ethyl-1,7- diazaspiro[3.5]nonane-7-carboxylate. This was dissolved in TFA/DCM (1:1, 10 mL) and stirred at RT for 90 min. The reaction was concentrated in vacuo and the resulting residue was loaded onto a column of SCX (10 g) in MeOH. The column was washed with MeOH and the product was eluted with 7 M ammonia in MeOH. The ammoniacal solution was concentrated in vacuo to afford the title compound (0.242 g, 70%) as a yellow oil.1H NMR (DMSO-d6) d 3.01 (t, J = 7.0 Hz, 2H), 2.85 – 2.75 (m, 2H), 2.42 – 2.32 (m, 4H), 1.76 (t, J = 7.0 Hz, 2H), 1.65 – 1.57 (m, 2H), 1.41 (td, J = 12.4, 4.4 Hz, 2H), 0.84 (t, J = 7.2 Hz, 3H). One exchangeable proton not observed.

1180112-41-7, The synthetic route of 1180112-41-7 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; INFLAZOME LIMITED; MILLER, David; MACLEOD, Angus; THOM, Stephen; MCPHERSON, Christopher G.; ALANINE, Thomas; CARRILLO ARREGUI, Jokin; CIANA, Claire-Lise; SHANNON, Jonathan; VAN WILTENBURG, Jimmy; DEN HARTOG, Jacobus Antonius Joseph; (603 pag.)WO2019/211463; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem