Tag: M.W:200-300

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 flask was charged with N-(1H-pyrazol-4-yl)acetamide (1.00 g, 7.99 mmol, 1.00 equiv), DCM (15 mL) and DIPEA (2.06 g, 15.9 mmol, 2.00 equiv). 4-Nitrophenyl chloroformate (1.78 g, 8.83 mmol, 1.11 equiv) in DCM (5 mL) was added dropwise at 0 C. The mixture was stirred for 2 h at room temperature, then t-butyl 1,8-diazaspiro[4.5]decane-1-carboxylate (1.92 g, 7.99 mmol, 1.00 equiv) was added. The resulting solution was stirred overnight at room temperature and quenched by water (20 mL). The mixture was extracted with DCM (3 x 20 mL) and the organic layers were combined, washed with water (3 x 20 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed to provide 2.23 g (71% yield) of t-butyl 8-(3 -acetamido- 1H-pyrazole- 1 -carbonyl)- 1, 8-diazaspiro[4. 5]decane-1-carboxylate as an off-white solid. LCMS (ESI, m/z): 392 [M+H]., 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; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WIENER, John J. M.; CISAR, Justin S.; DUNCAN, Katharine K.; (324 pag.)WO2018/217809; (2018); 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.683233-14-9,(R)-tert-Butyl 2-(aminomethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of (R)-tert-butyl 2-(aminomethyl)piperidine- 1 -carboxylate(475 mg, 2.216 mmol) in DCM (5.0 mL) at 0 C was added iPr2Net (0.424 mL,2.43 8 mmol) followed by benzyl chloroformate (0.693 mL, 2.43 8 mmol). The resulting mixture was then stirred at 0 C for 2 h and at room temperature for 14 h. Then, saturated NaHCO3 (30 mL) was added to the mixture and the mixture was stirred at room temperature for 3 mm. The organic layer was collected andaqueous layer was extracted with EtOAc (1 x 20 mL). The combined organic extracts were dried over Na2504 and concentrated in vacuo. Chromatographic purification of the residue (silica gel, 0% to 100% EtOAc/heptane) provided (R)tert-butyl 2-((((benzyloxy)carbonyl)amino)methyl)piperidine- 1 -carboxylate (772 mg, 2.216 mmol, 100% yield) as an oil. MS (ESI, +ve ion) m/z 371.1 (M+Na)., 683233-14-9

The synthetic route of 683233-14-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AMGEN INC.; HARRINGTON, Paul E.; ASHTON, Kate; BROWN, Sean P.; KALLER, Matthew R.; KOHN, Todd J.; LANMAN, Brian Alan; LI, Kexue; LI, Yunxiao; LOW, Jonathan D.; MINATTI, Ana Elena; PICKRELL, Alexander J.; STEC, Markian M.; TAYGERLY, Joshua; (991 pag.)WO2018/183418; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

140645-24-5, (S)-3-(Aminomethyl)-1-N-Boc-piperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(S)-tert-butyl 3-((2-chloro-5-nitropyrimidin-4-ylamino)methyl) piperidine-1-carboxylate (12)[0074] To 1.267 g (6.53 mmol, 1.0 equiv.) of 2,4-dichloro-5-nitropyrimidine (Toronto Research Chemicals) in 8 mL of anhydrous THF at -78 0C was added dropwise a solution of 6.53 mmol (1 equiv.) of an amine and 1.25 mL of JV,iV-diisopropylethylamine in 6.5 mL anhydrous THF.[0075] The reaction mixture was stirred for 30 min at -78 0C and then allowed to warm to 25 0C and stirred for an additional 1 h. The solvent was removed in vacuo and the residue purified by flash chromatography on silica gel. EPO [0076] (S)-tert-butyl 3-((2-chloro-5-nitropyrimidin-4-ylamino)methyl) piperidine- 1- carboxylate (12):[0077] was synthesized using the procedure described above, using (S)-l-Boc-3- (aminomethyl) piperidine (1.4 g, 6.53 mmol, CNH Technologies) as the amine. Purification was performed on silica gel, using a 6 / 1 mixture of hexanes / ethyl acetate as the mobile phase. The desired product was obtained as a yellow solid (1.90 g) in 78 % yield. 1H NMR (300 MHz, CDCl3), ppm: 9.05 (s, IH), 8.56 (br s, IH), 3.85 (dd, 2H), 3.59 (m, 2H), 3.03 (br t, IH), 2.87 (dd, IH), 1.86 (m, 2H), 1.69 (m, IH), 1.46 (s, 9H), 1.40 (m, 2H, overlapping with 1.46 ppm).

140645-24-5, The synthetic route of 140645-24-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; N.V. ORGANON; PHARMACOPEIA INC.; WO2008/51826; (2008); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10315-06-7, Methyl 1-benzylpiperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Dried to 30L jacketed reactor was slowly purged with nitrogen, the 1.87kg1-benzyl-4-piperidine carboxylic acid methyl ester (8mol) and 2.0kg of toluene into a reactor, with stirring, cooled to an internal temperature of -5 . The resulting red aluminum – morpholine complex (approximately 8.8mol) was dropped to control the reaction temperature at 0 , 1 mixture liquid is completed, 0 reaction was continued for 30min. Was added slowly prepared 4N sodium hydroxide solution (containing 1.1kgNaOH), control the internal temperature not higher than 20 , the addition was completed, stirring was stopped, the organic layer was washed with water (11.0kg / times, 4 times), organic layer was concentrated under reduced pressure at 75 deg.] C and concentrated until no solvent was distilled off to give 1-benzyl-4-piperidine carbaldehyde 1.57kg, as a pale yellow oily liquid. Yield: 96.5%. HPLC: 99.03%

10315-06-7, As the paragraph descriping shows that 10315-06-7 is playing an increasingly important role.

Reference：
Patent; Shanghai Goldentree Resin Powder Co., Ltd.; Zhu, Ben; (8 pag.)CN105693596; (2016); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

664362-16-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.664362-16-7,1-Boc-3-Ethynylpiperidine,as a common compound, the synthetic route is as follows.

Hydrochloric acid (gas) (excess) wasbubbled through a mixture of tert-butyl 3-ethynylpiperidine-1-carboxylate (90mg, 0.43 mmol) in dichloromethane (5 mL) at 0oC for 15 minutes. Thesolvent was evaporated under reduced pressure to give the 3-ethynylpiperidinehydrochloride (50 mg, yield: 80%) as white solid which was used directlywithout further purification. MS (M+H)+ = 110.3

664362-16-7 1-Boc-3-Ethynylpiperidine 21963855, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Schwaid, Adam G.; Ruangsiriluk, Wanida; Reyes, Allan R.; Cabral, Shawn; Rajamohan, Francis; Tu, Meihua; Ward, Jessica; Carpino, Philip A.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 8; (2016); p. 1993 – 1996;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.180307-56-6,tert-Butyl 4-vinylpiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

[0070] tert-Butyl4-ethenylpiperidine-1-carboxylate (0.50 g, 2.4 mmol), trans-dichlorobis(tri-o-tolylphosphine) palladium(II) (0.050 g, 0.064 mmol), 1-bromo-4-nitrobenzene (0.57 g, 2.8 mmol), and triethylamine (1.6 mL, 12 mmol) were addedto a microwave tube, diluted with DMF (2 mL) and degassed under a stream of nitrogen. The tube was sealed andheated in the microwave to 130C for 30 min. The resulting mixture was diluted with diethyl ether and washed successivelywith saturated sodium bicarbonate, water (2x), 1 N hydrochloric acid, and brine, then dried (MgSO4) filtered and concentrated.The resulting tert-butyl4-[(E)-2-(4-nitrophenyl)ethenyl]piperidine-1-carboxylate was used directly in the nextstep.LC/MS: [(M+1)]+ = 333.

180307-56-6, 180307-56-6 tert-Butyl 4-vinylpiperidine-1-carboxylate 10910832, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Merck Sharp & Dohme Corp.; WALSH, Shawn; PASTERNAK, Alexander; CATO, Brian; FINKE, Paul, E.; FRIE, Jessica; FU, Qinghong; KIM, Dooseop; PIO, Barbara; SHAHRIPOUR, Aurash; SHI, Zhi-Cai; TANG, Haifeng; (136 pag.)EP2755656; (2016); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

109384-19-2, tert-Butyl 4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Tert-butyl-4-hydroxypiperidine-1-carboxylate (4.5 g, 22.4 mmol)4-hydroxybenzonitrile (2.7 g, 22.7 mmol)And triphenylphosphine(8.8 g, 33.5 mmol) was dissolved in tetrahydrofuran (80 mL)Cooled to 0 C,Diethyl azodicarboxylate (5.8 g, 33.3 mmol) was added.25 C for 4 hours,LC-MS detection reaction is completed,Concentrated, ethyl acetate (150 mL) and water (50 mL) were added,The aqueous phase was extracted with ethyl acetate (50 mL)Combined organic phase,The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 10: 1) to give the product (4.6 g, 67.6% yield).

109384-19-2, The synthetic route of 109384-19-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd.; Wu Yongqian; Qi Qu; Li Lin; (54 pag.)CN107226807; (2017); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.149554-03-0,tert-Butyl 2-(4-oxopiperidin-1-yl)acetate,as a common compound, the synthetic route is as follows.

A solution of Example 1.2. 7 (0.055 g,), tert-butyl 2-( 4-oxopiperidin-1-yl)acetate (0.014 g)and sodium triacetoxyborohydride (0.019 g) was stirred in dichloromethane (0.5 mL) at roomtemperature. After stirring for 2 hours, trifluoroacetic acid (0.5 mL) was added to the reaction, andstirring was continued overnight. The reaction was concentrated, dissolved in N,N-25 dimethylformamide (1.5 mL) and water (0.5 mL) and purified by reverse phase HPLC using a Gilsonsystem, eluting with 10-80% acetonitrile in water containing 0.1% v/v trifluoroacetic acid. Thedesired fractions were combined and freeze-dried to provide the title compound. 1H NMR (501 MHz,dimethyl sulfoxide-d6) 8 ppm 12.85 (s, 1H), 8.80 (s, 2H), 8.03 (d, 1H), 7.80 (d, 1H), 7.62 (d, 1H),7.55-7.41 (m, 3H), 7.36 (q, 2H), 7.29 (s, 1H), 6.96 (d, 1H), 4.96 (s, 2H), 4.07 (s, 2H), 3.89 (t, 2H),30 3.83 (s, 2H), 3.66-3.55 (m, 4H), 3.30 (s, 1H), 3.08 (s, 4H), 3.02 (t, 2H), 2.22 (d, 2H), 2.10 (s, 3H),1.97-1.78 (m, 2H), 1.44 (s, 2H), 1.31 (q, 4H), 1.20-0.96 (m, 6H), 0.87 (s, 6H). MS (ESI) m/e 887.3(M+Ht.

149554-03-0, The synthetic route of 149554-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABBVIE INC.; BOGHAERT, Erwin, R.; SOUERS, Andrew, J.; PHILLIPS, Andrew, C.; JUDD, Andrew, S.; BRUNCKO, Milan; (717 pag.)WO2017/214282; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

149554-03-0, tert-Butyl 2-(4-oxopiperidin-1-yl)acetate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Referential Example 2 Methyl 1-(tert-butoxycarbonylmethyl)-4-oxo-3-piperidinepropionate Starting compound: Tert-butyl 4-oxo-1-piperidineacetate Mass spectrum (m/z): FAB (Pos) 300(M+ +1) NMR spectrum (CDCl3, TMS internal standard): delta: 1.48 (9H, s), 1.50-1.59 (1H, m), 2.05-2.15 (1H, m), 2.30-2.46 (4H, m), 2.60-2.70 (3H, m), 3.13-3.17 (2H, m), 3.25 (2H, d), 3.66 (3H, s).

149554-03-0, 149554-03-0 tert-Butyl 2-(4-oxopiperidin-1-yl)acetate 53407149, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5773442; (1998); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1169563-99-8, tert-Butyl 4-(5-amino-1H-pyrazol-3-yl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 18 – Preparation of Compound 15 The synthesis of Compound 15 followed the procedure of General Procedure 4 following: Compound 14 Compound 15 To a solution of tert-butyl 4-(5-amino-1H-pyrazol-3-yl)piperidine-1-carboxylate (Compound 14, 3.0 g, 11.3 mmol, 1.0 eq) in methanol (30 mL) was added acetic acid (0.67 mL, 11.3 mmol, 1.0 eq), followed by 5-chlorothiophene-2-carbaldehyde (1.81 g, 12.4 mmol, 1.1 eq) portionwise. The reaction was stirred for 2 hours at room temperature. To the reaction mixture was then added sodium cyanoborohydride (1.42 g, 22.6 mmol, 1.5 eq) portionwise over a period of 45 minutes. The reaction mixture was stirred for a further 3 hours. After reaction completion, the reaction mixture was concentrated under reduced pressure, and the residue was poured into stirred ice cold water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography using neutral silica gel, eluting with 5-10% methanol in dichloromethane, yielding tert-butyl 4-(5-(((5-chlorothiophen-2-yl)methyl)amino)- 1H-pyrazol-3-yl)piperidine-1-carboxylate (Compound 15, 3.0 g, yield: 68%) m/z[M+H]+ 396.14 1H NMR (DMSO-d6, 400 MHz) delta 11.34 (1H, s), 6.87-6.94 (1H, q), 6.834-6.843 (1H, q), 5.68 (1H, s), 4.275-4.288 (1H, s), 3.945-3.975 (2H, d),2.786- 2.796 (2H, d), 2.623-2.681(1H, d), 1.725-1.995 (2H, d), 1.402-1.559 (12H, m) ppm.

1169563-99-8, 1169563-99-8 tert-Butyl 4-(5-amino-1H-pyrazol-3-yl)piperidine-1-carboxylate 49761279, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; ESTIARTE-MARTINEZ, Maria de los Angeles; KITA, David Ben; SHIAU, Timothy Philip; (340 pag.)WO2016/138532; (2016); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem