Category: 885279-92-5

885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of C2 and TEA (1.2 eq) in DMF (0.3 M) was added TBTU (1.3 eq). The mixture was and stirred for Ih and tert-butyl l,8-diazaspiro[4.5]decane-l-carboxylate together with TEA (4 eq) was added. The mixture was stirred for 2h and the product was purified by preparative RP-HPLC, using H2O/ACN (0.1% TFA) as eluents. The pooled fraction were concentrated under reduced pressure and the remaining oil was (C3) stirred for 30 min in a mixture of TFA/DCM (1:1). The solvents were removed under reduced pressure and the residue was lyophilized from H2O/ ACN. The title compound was obtained as a slightly orange foam.1U NMR (400 MHz, DMSO-d6) delta: 8.65 (2H, br. s), 8.17-8.10 (IH, m), 7.86 (s, IH), 7.84- 7.75 (m, 2H), 7.52-7.41 (m, 2H), 7.36-7.25 (m, 2H), 5.74 (s, 2H), 4.10-3.99 (m, IH), 3.31-3.07 (m, 5H), 2.00-1.72 (m, 6H), 1.69-1.60 (m, 2H). MS (ES) C24H25FN4O2 requires: 420, found: 421 (M+H)+., 885279-92-5

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

Reference：
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/27730; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885279-92-5,885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 13; 8-[5-({[2-Amino-5-(2-thienyl)phenyl]amino}carbonyl)pyridin-2-yl]-N-ethyl-1,8-diazaspiro[4.5]decane-1-carboxamide; A solution of tert-butyl 1,8-diazaspiro[4.5]-decane-1-carboxylate (600 mg, 2.5 mmol) in 5 mL of CH2Cl2 was treated with CbzCl (528 muL, 3.75 mmol) and NEt3 (697 muL, 5.0 mmol) and stirred for 1 h at room temperature. The reaction mixture was partitioned between EtOAc and saturated NaHCO3, the organic layer was dried (MgSO4), filtered and concentrated. The crude residue was purified by SiO2 gel chromatography (0-100% EtOAc/CH2Cl2). The residue was stirred in 2 mL of TFA and 2 mL of CH2Cl2 for 1 h at room temperature and concentrated. The reaction mixture was neutralized with EtOAc/sat’d NaHCO3 extraction, dried (MgSO4), filtered and concentrated. Formation of the Cbz-protected spirocycle was confirmed by MS (ESI+): cal’d [M+H]+ 275.2, exp. 275.2.

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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.

A solution of A2, HBTU (1 eq) and TEA (2 eq) in dry DMF (0.3 M) was stirred at RT for 5 minutes and then TEA (1 eq) and tert-butyl l,8-diazaspiro[4.5]decane-l-carboxylate were added. The mixture was stirred at RT for 16h. The product was purified by preparative RP- HPLC, using H2O/ ACN (0.1% TFA) as eluents. The pooled product fractions were lyophilized and the oily residue (A3) was treated with a DCM/TFA mixture (9:1) at 45 0C for Ih. After removal of the solvents under reduced pressure the oily residue was lyophilized from H2O/ ACN to afford the title compound as a colourless oil.1U NMR (300 MHz, DMSO-d6) delta: 8.70 (2H, br. s), 8.25 (IH, d, J = 7.83 Hz), 8.22-8.14 (IH, m), 7.70-7.58 (2H, m), 7.44-7.35 (2H, m), 7.34-7.23 (2H, m), 6.20 (IH, d, J = 7.86 Hz), 5.56 (2H, s), 3.38-3.19 (4H, m), 3.18-3.03 (IH, m), 2.07 (IH, m), 2.03-1.74 (6H, m), 1.69-1.57 (2H, m). MS (ES) C25H26FN3O2 requires: 419, found: 420 (M+H)+., 885279-92-5

The synthetic route of 885279-92-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2009/27730; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885279-92-5, Resin from the previous step (0.1 mmol) was added to a scintillation vial along with 120 mg (0.5 mmol) of tert-Butyl 1,8-diazaspiro[4.5]decane-1-carboxylate, 85 mg (0.4 mmol) of K3PO4, 26 mg (0.05 mmol) Pd(P(t-Bu)3)2, and 2 ml of DMA. The vial was flushed with Argon and heated to 90 C. The reaction was allowed to proceed overnight at 90 C. The resin was washed with each of the following solvents three times each and dried in vacuo: DMF, H2O, MeOH, and DCM.

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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.

885279-92-5, A flask was charged with l, l, l,3,3,3-hexafluoropropan-2-ol (2.00 g, 1 1.9 mmol, 1.50 equiv), DCM (20 mL), and triphosgene (1.18 g, 3.97 mmol, 0.50 equiv). N,N- diisopropylethylamine (2.55 g, 19.7 mmol, 2.50 equiv) was added dropwise at 0 C, and the solution was stirred for 3 h at room temperature prior to the addition of tert-butyl 1,8- diazaspiro[4.5]decane-l-carboxylate (1.90 g, 7.91 mmol, 1.00 equiv). The reaction mixture was stirred overnight at room temperature and quenched with water (20 mL). The mixture was extracted with DCM (3 x 20 mL) and the organic layers were combined, washed with water (3 x 10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 1.58 g (46% yield) of 1- (tert-butyl) 8-(l, l, l,3,3,3-hexafluoropropan-2-yl) l,8-diazaspiro[4.5]decane-l,8-dicarboxylate. LCMS (ESI, m/z): 435 [M+H]+.

The synthetic route of 885279-92-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; JONES, Todd K.; (275 pag.)WO2019/46318; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885279-92-5,885279-92-5, 1-Boc-1,8-diaza-spiro[4.5]decane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 100-mL round-bottom flask was charged with 4-nitrophenyl 3-acetamido-1H- pyrazole-1-carboxylate (2.32 g, 7.99 mmol, 1.50 equiv), DCM (20 mL), tert-butyl 1,8- diazaspiro[4.5]decane-1-carboxylate (1.28 g, 5.33 mmol, 1.00 equiv), and triethylamine (1.62 g, 16.0 mmol, 3.00 equiv). The resulting solution was stirred overnight at room temperature and quenched with water (50 mL). The resulting solution was extracted with DCM (2 x 80 mL) and the organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 1.90 g (61% yield) of tert-butyl 8-(3 -acetamido- 1 H-pyrazole- 1 -carbonyl)- 1,8 – diazaspiro[4.5]decane-1-carboxylate as a yellow oil. LCMS (ESI, m/z): 392 [M+H].

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; WEBER, Olivia D.; SHAGHAFI, Michael B.; GRICE, Cheryl A.; JONES, Todd K.; (274 pag.)WO2017/87854; (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.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

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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.

885279-92-5, EXAMPLE 18; N-(4-aminobiphenyl-3-yl)-4-(1,8-diazaspiro[4.5]dec-8-ylcarbonyl)benzamide; To a solution of stirring terephthaloyl chloride (50 mg, 0.246 mmol) in 3 mL dichloromethane was added tert-butyl (3-aminobiphenyl-4-yl)carbamate (70 mg, 0.246 mmol) slowly over a period of 10 minutes, followed by the addition of diisopropylethylamine (43 muL, 0.246 mmol). The reaction mixture was allowed to stir for 30 min. at room temperature. Tert-butyl 1,8-diazaspiro[4,5]decane-1-carboxylate (59 mg, 0.246 mmol) was then added, followed by the addition of diisopropylethylamine (43 muL, 0.246 mmol). The reaction mixture was allowed to stir for 1 hour at room temperature. The reaction mixture became cloudy. Argonaut MP-Carbonate scavenging resin (255 mg, 0.738 mmol) was then added and stirred overnight at room temperature. The mixture was then fully dissolved by adding 3 mL dimethylformamide, filtered from scavenging resin, and concentrated. Added dichloromethane (1 mL) and stirred to form suspension, then treated with trifluoroacetic acid (1 mL). The reaction mixture was concentrated after 2 hours of stirring at room temperature and the crude residue was purified by reverse-phase chromatography (5-75-95% acetonitrile/water with 0.1% formic acid). The appropriate fractions were combined and lyophilized. MS (ESI+): cal’d [M+H]+455.2, obs’d 455.1.

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

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;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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.

8-Benzyl 1-fetaut-butyl L8-diazaspiror4.5″|decane-l,8-dicarboxylate (C-I); To a solution of 5.0 g (20.8 mmol) A-S in 200 mL CH2Cl2 cooled to 00C was added 7.3 mL (41.6 mmol) DIPEA and 3.1 mL (21.8 mmol) benzyl chloroformate. After 30 minutes, the cooling bath was removed and the reaction was stirred at room temperature for 3 h before being dumped into 0.5 M HCl in a separatory funnel. The layers were separated, the aqueous layer was extracted once with CH2Cl2, the combined organic layers were washed again with 0.5M HCl, then with saturated aqueous NaHCO3, water, dried over Na2SO4, and concentrated by rotary evaporation. The residue was purified by column chromatography on silica gel (EtOAc/hexanes) to provide C-I as a white solid. Data for C-I: LC/MS: rt = 2. 73 min; m/z (M + H) = 375.1, found; 375.2 required., 885279-92-5

885279-92-5 1-Boc-1,8-diaza-spiro[4.5]decane 34178602, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; MERCK & CO., INC.; WO2007/25069; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

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.

A 40-mL vial was charged with N-(1H-pyrazol-3-yl)acetamide (125 mg, 1.00 mmol, 1.00 equiv), DCM (10 mL), and N,N-diisopropylethylamine (258 mg, 2.00 mmol, 2.00 equiv).4-Nitrophenyl chloroformate (222 mg, 1.10 mmol, 1.10 equiv) in DCM (2 mL) was addeddropwise at 0 C. The resulting solution was stirred for 2 h at room temperature. Then tertbutyl 1,8-diazaspiro[4.5]decane-1-carboxylate (240 mg, 1.00 mmol, 1.00 equiv) was added. The resulting solution was stirred overnight at room temperature and quenched by water (10 mL). The mixture was extracted with DCM (3 x 10 mL) and the organic layers were combined, washed with water (3 x 10 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 295 mg (75% yield) of tert-butyl 8-(3 -acetamido- 1H-pyrazole- 1 -carbonyl)- 1,8- diazaspiro[4.5]decane-1-carboxylate as a light yellow oil. LCMS (ESI, m/z): 392 [M+H]., 885279-92-5

As the paragraph descriping shows that 885279-92-5 is playing an increasingly important role.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; WEBER, Olivia D.; SHAGHAFI, Michael B.; GRICE, Cheryl A.; JONES, Todd K.; (274 pag.)WO2017/87854; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem