Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

Intermediate 84: (S)-tert-butyl 3-(((4-(hydroxymethyl)-2- nitrophenyl)amino)methyl)piperidine-1-carboxylate DIPEA (7.65 mL, 43.8 mmol) was added to a stirred solution of 4-Fluoro-3-nitrobenzyl alcohol (2.50 g, 14.61 mmol) and (3S)-3-(aminomethyl)piperidine (4.70 g, 21.91 mmol in 2-Methyltetrahydrofuran (15 mL). The solution was heated to 80 oC ovenight , the reaction mixture cooled to room temperature and the resulting solid partitioned between EtOAc and sat. aq. NaHCO3. The aqueous layer was removed and the organic layer washed (1x sat. aq. NaHCO3, 1x brine). The organic portion was dried over MgSO4 and evaporated in vacuo to an orange oil. The residue was dissolved in DCM and purified by silica gel chromatography eluting with cyclohexane:EtOAc (10 – 66%). The product containing fractions were evaporated in vacuo to an orange oil foam. The oil was dissolved in TBME and evaporated in vacuo to an orange oil to give the title compound as an orange oil (5.52 g). The total yield of the reaction was 88%. LCMS (System C): tRET = 1.27 min, MH+ = 366.

140645-24-5, 140645-24-5 (S)-3-(Aminomethyl)-1-N-Boc-piperidine 1502022, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BIT, Rino Antonio; BROWN, John Alexander; HUMPHREYS, Philip G.; JONES, Katherine Louise; (240 pag.)WO2016/146738; (2016); 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

1002821 A flask was charged with N-(1H-pyrazol-3-yl)acetamide (1.00 g, 7.99 mmol, 1.00 equiv), DCM (15 mL) and DIPEA (2.06 g, 15.9 mmol, 1.99 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), as described in Example 2, Step 6. The residue was chromatographed on a silica gel column 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].

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.; WIENER, John J. M.; CISAR, Justin S.; DUNCAN, Katharine K.; (324 pag.)WO2018/217809; (2018); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118133-15-6, 1-(Ethoxycarbonyl)piperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example-3 Preparation of [1-(2-phenylethyl)-1H-imidazole-2-ylj(piperidin-4-yl)methanonedihydrobromideTo (51.12 grn) of the compound obtained in example-I, toluene (25 ml) and DMF (1.53 ml) was added, followed by the slow addition of thionyl chloride (45.39 grn). The reaction mixture was then heated to 50-55 C and maintained for 2 hours at the same temperature. After completion of the reaction, the excess of thionyl chloride and toluene from the reaction mixture was distilled undervacuum below 70C. The residue obtained was cooled to 5-10C under N2 atmosphere. To the cooled residue, a solution of compound obtained in exarnple-2 (25gm) in acetonitrile (125ml) was slowly added at 0-20C under N2 atmosphere followed by the slow addition of triethylamine (29.36gm) at 0-20C for 2 hours and maintained for 3 hrs at the same temperature. The progress of the reaction was monitored by HPLC. After the completion of the reaction, (125rnl) purified waterand (75 ml) ethyl acetate was added to the reaction mixture and stirred for 10 minutes. The organic layer was separated, washed with water and concentrated the organic layer at mass temperature below 55C under vacuum to get a residue. The residue was cooled to 25-30C and (249.57gm) aqueous HBr was added to the residue. The contents were stirred for 10 miii; then heated to 85- 90C and maintained for 12 hrs at the same temperature. The reaction mass was cooled to 55-60Cand (167.5 ml). Isopropyl alcohol was added to the cooled reaction mass, then heated to 65-70C and maintain for 1 hr at the same temperature. The reaction mass was filtered and dried the material in hot air oven at 60-65C for 8 hrs.Percentage Yield: 90%, 118133-15-6

As the paragraph descriping shows that 118133-15-6 is playing an increasingly important role.

Reference：
Patent; NEULAND LABORATORIES LIMITED; PONNAIAH, Ravi; HASHMI, Arshad Moosa; NEELA, Praveen Kumar; SEEMALA, Dhanunjaya Naidu; MOKKA, Raviteja; LAHOTI, Anandkumar Madanlal; DEEPTHI, V., P., S., S; SARADHI, G., Srinivas Pardha; WO2014/83571; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

62718-31-4,62718-31-4, 1-Benzylpiperidine-4-carbonitrile is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step a: To a solution of N^V-diisopropylamine (14.0 mL, 97.5 mmol) in THF (100 mL) was added (at -78 C and under N2) -butyllithium (1.6 M in hexane; 59.0 mL, 94.25 mmol) dropwise. The resulting mixture was stirred for 30 min at RT. 1-benzyl piperidine-4- carbonitrile (6.5 g, 32.5 mmol) in THF (50 mL) was added at -78 C. After stirring for 30 min at this temperature, -propyl iodide (20.5 mL, 211.3 mmol) was added. The resulting mixture was stirred at -78 C for 1 h. The mixture was quenched by addition of saturated aqueous ammonium chloride solution and it was extracted with EtOAc. The combined organic phases were washed with brine, dried over Na2S04, filtered and concentrated to obtain 1 -benzyl -4-propylpiperidine-4- carbonitrile (6.0 g, 24.8 mmol). This compound was used without further purification. MS m/z

The synthetic route of 62718-31-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; NOVARTIS AG; CHEN, Christine Hiu-tung; CHEN, Zhuoliang; FORTANET, Jorge Garcia; GRUNENFELDER, Denise; KARKI, Rajesh; KATO, Mitsunori; LAMARCHE, Matthew J.; PEREZ, Lawrence Blas; STAMS, Travis Matthew; WILLIAMS, Sarah; WO2015/107493; (2015); 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.162166-99-6,1-Boc-3-Methanesulfonyloxymethyl-piperidine,as a common compound, the synthetic route is as follows.

Raw material 8 (1.0 eq) was added to the reaction flask, and a sufficient amount of ACE was added as a solvent. The mixture was stirred at room temperature, and LiBr (3.0 eq) was slowly added thereto, and the temperature was gradually raised to reflux, overnight. The reaction solution was cooled to room temperature, and the reaction mixture was quenched with water. The reaction mixture was evaporated to dryness, and then the mixture was evaporated and evaporated with EtOAc and water, and the oil layer was collected, and the oil layer was washed three times with saturated brine, and the oil layer was dried over Na 2 SO 4 Product 9, no purification required., 162166-99-6

The synthetic route of 162166-99-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Guangdong Zhongsheng Pharmaceutical Co., Ltd.; Chen Lijuan; Long Chaofeng; Chen Xiaoxin; Liu Zhuowei; Qian Zhiyong; Yang Jinliang; Xiang Mingli; (99 pag.)CN109970740; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

177948-02-6, tert-Butyl N-[(4-hydroxypiperidin-4-yl)methyl]carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1- [ (1, L-DIMETHYLETHOXYCARBONYL) AMINO]-PIPERIDINE-4-CARBOXYLIC acid (6g, 26. 16mmol, leq. ), from stepl, was dissolved in methanol (150ml) and cesium carbonate (4.26g, 13. 08mmol, 0. 5eq.) was added. The mixture was stirred at room temperature for 2h, the the solvent was removed under reduced pressure. The crude was dissolved in DMF (100ML) and benzylbromide (5.37g, 31.39mmol, 1. 2eq. ) was added dropwise. The mixture was stirred overnight at room temperature and poured in water (300ml), extracted with Ethyl Acetate (900ML) The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure to give a white solid. Yield 95%, 7G. Analytical data: H NMR (DMSO-d6) 7.3 (5H m); 5.1 (2H, s); 3.85 (2H, d); 2.8 (2H, br); 2.65 (1H, t); 1.8 (2H, d) ; 1.4 (llH, m).

177948-02-6, 177948-02-6 tert-Butyl N-[(4-hydroxypiperidin-4-yl)methyl]carbamate 10868112, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CEPHALON, INC.; SEDE SECONDARIA DELLA CELL THERAPEUTICS, INC.; WO2005/21558; (2005); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

236406-22-7, 1-Boc-4-(Aminomethyl)-4-methylpiperidine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 6. Synthesis of 4-benzyloxycarbonylaminomethyl-1-{(2R)-2-((1R)-3,3-difluorocyclopentyl)-2-hydroxy-2-phenylacetyl}-4-methylpiperidine The title compound was prepared by a method similar to Step 3 for Example 1, using 4-benzyloxycarbonylaminomethyl-4-methylpiperidine., 236406-22-7

236406-22-7 1-Boc-4-(Aminomethyl)-4-methylpiperidine 23282898, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Banyu Pharmaceutical Co Ltd; US6140333; (2000); 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.912368-73-1,(S)-tert-Butyl 3-(methylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl (3S)-3-(methylamino)piperidine-1-carboxylate 17a (1.0 g, 4.7 mmol) in THF (30 mL), indole-2-carboxylic acid (1.1 g, 7.0 mmol) and 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.3 g, 7.0 mmol) were added. The mixture was stirred at room temperature for 14 h. Ethyl acetate was added to the mixture. The solution was washed with saturated aqueous sodium hydrogen carbonate, water, and brine, dried over anhydrous sodium sulfate salt, and concentrated under reduced pressure. The residue was subjected to column chromatography using silica gel (60 g) and eluted with 20-60% ethyl acetate in hexane to obtain the title compound 18a (1.5 g, 92%) as an amorphous compound. 1H-NMR (400 MHz, CDCl3) delta: 9.32 (1H, br s), 7.67 (1H, d, J = 8.2 Hz), 7.43 (1H, d, J = 8.2 Hz), 7.30 (1H, t, J = 7.7 Hz), 7.15 (1H, t, J = 7.7 Hz), 6.86 (1H, s), 5.39-5.31 (1H, m), 3.75-3.55 (2H, m), 3.48-3.20 (5H, m), 2.28-2.02 (4H, m), 1.48 (9H, s) ;13C NMR (100 MHz, DMSO-d6) delta: 162.94, 153.92, 135.79, 130.14, 126.88, 123.23, 121.21, 119.69, 112.05, 104.17, 78.91, 59.69, 43.64, 42.67, 27.97, 27.43, 24.42; HRMS (Positive ESI) m/z 358.2141 (358.2125 calcd for C20H27N3O3 + H); EA Anal. calcd for C20H27N3O3. C,67.20; H, 7.61; N, 11.76. Found: C, 67.03; H, 7.69; N, 11.36; []D20 : -64.15 (c=1.004, CHCl3)., 912368-73-1

The synthetic route of 912368-73-1 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Arita, Tsuyoshi; Asano, Masayoshi; Kubota, Kazufumi; Domon, Yuki; Machinaga, Nobuo; Shimada, Kousei; Bioorganic and Medicinal Chemistry Letters; vol. 29; 23; (2019);,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.190906-92-4,tert-Butyl 2-methyl-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

Resolve racemic 2-methyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester (15.0 g) using a CHIRALPAK ADTM (4.6 x 250nm) column, eluting with absolute ethanol at a flow rate of 1.0 ML/MINUTE (UV=220nm) to obtain isomer 1 (5.28 g, 35%) and isomer 2 (5.01 g, 33%). 1H NMR (CDCl3) : 4.7 (m, 1H), 4.2 (m, 1H), 3.3 (m, 1H), 2.7 (m, 1H), 2.5 (m, 1H), 2.3 (m, 1H), 2.2 (m, 1H), 1.5 (s, 9H), 1.2 (d, 3H); identical for both isomers.

190906-92-4, 190906-92-4 tert-Butyl 2-methyl-4-oxopiperidine-1-carboxylate 12992764, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ELI LILLY AND COMPANY; WO2004/94380; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

24666-55-5, Benzyl (2,6-dioxopiperidin-3-yl)carbamate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-aminopiperidine-2,6-dione [Show Image] 7.86 g of benzyl 2,6-dioxopiperidin-3-yl carbamate were dissolved in 30 mL of THF and 30 mL of methanol. 0.786 g of 10% Pd/C were added to the above solution. The reaction mixture was allowed to react under a flow of hydrogen at room temperature for 2h, filtered to remove the catalyst, and evaporated to dryness to remove the solvent. A light blue solid (3.818 g) was obtained., 24666-55-5

As the paragraph descriping shows that 24666-55-5 is playing an increasingly important role.

Reference：
Patent; Tian Jin Hemay Bio-Tech Co., Ltd.; EP1964842; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem