Day: March 16, 2022

1019351-46-2, Methyl 4-aminopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,1019351-46-2

Example VI-4 : 4- [4-(3-FIuoro-phenyl)-6-((3/?)-hydroxymethyl-3,4-dihy dro- ljff-isoquinolm-l-y^-Jl^jSltriazin-l-ylaminol-piperidine-l-carboxylic acid methyl esterStep 1) 4-[4-Chloro-6-(3-fluoro-phenyl)-[ 1 ,3 ,5]triazin-2-ylamino]-piperidine- 1 – carboxylic acid methyl ester DIPEA (583 mg, 1.1 eq) and 4-amino-piperidine-l -carboxylic acid methyl ester (713 mg, 1.1 eq) were sequentially added to 2,4-Dichloro-6-(3- fluoro-phenyl)-[l,3,5]triazine (1.Og) dissolved in CH3CN (20 ml), and stirred for 3 hours. The resulting mixture was diluted with ethyl acetate, and washed successively with water and saturated NaCl. The resulting organic layer was dried over anhydrous magnesium sulfate, and concentrated under a reduced pressure. The resulting residue was purified by column chromatography to obtain the title compound (657 mg).1H NMR (300 MHz, CDCl3) delta 8.22-8.03 (m, 2H), 7.50-7.22 (m, 2H), 5.63-5.58 (m, IH), 4.60-4.10 (m, 3H), 3.72 (s, 3H), 3.12-2.98 (m, 2H), 2.15- 2.04(m, 2H), 1.53-1.40 (m, 2H).

The synthetic route of 1019351-46-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; AMOREPACIFIC CORPORATION; CRYSTALGENOMICS, INC.; INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY of Yonsei University; WO2008/72850; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

914988-10-6,914988-10-6, tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert-butyl 3-cyano-4-oxopiperidine-1-carboxylate (13.6 g, 61 mmol) in 50 mL of dry toluene was added 2-(4-phenoxyphenylamino)acetonitrile (11.38 g, 51 mmol), followed by 4-methylbenzenesulfonic acid (1.36 g, 6.1 mmol). The resulting mixture was heated to reflux with a Dean-Stark for 5 h. After cooling down to RT, the mixture was washed with 50 mL of sat. NaHCO3 solution. The organic phase was collected, the aqueous phase was further extracted with EA (30 mL×3). The combined organic phases were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude residue was purified by chromatograph on 300 g of silica gel (eluting with EA/PE=from to ) to give 7.3 g (27.8%) of the desired compound as a gray solid. 1H NMR (400 MHz, DMSO-d6) delta 7.41-7.34 (m, 2H), 7.28-7.23 (m, 2H), 7.16-7.10 (m, 1H), 7.10-7.05 (m, 2H), 7.04-6.99 (m, 2H), 4.86 (s, 2H), 3.97 (s, 2H), 3.50 (t, J=5.6 Hz, 2H), 2.44 (t, J=5.6 Hz, 2H), 1.42 (s, 9H). MS (ESI) m/e [M+23]+ 430.9

914988-10-6 tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate 42609283, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Wang, Zhiwei; Guo, Yunhang; US2015/5277; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5166-67-6, Ethyl N-methylpiperidine-3-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Ethyl 1-methyl-3-(2′-fluorobenzyl-nipecotate To a solution of ethyl 1-methylnipecotate (10.0 g, 58.4 mmol) in dry tetrahydrofuran (350 ml) was added at -78 C. lithium bis(trimethylsilyl)amide (80.0 ml, 80.0 mmol) as a 1.0M solution in tetrahydrofuran and the resulting solution was allowed to stir at -78 C. for 3 hours. To this was added 2-fluorobenzylchloride (7.0 ml, 8.5 g, 59 mmol) and the resulting solution was allowed to warm to room temperature over 5 hours. Thin-layer chromatography showed reaction was not complete. More 2-fluorobenzylchloride (20 ml, 2.4 g, 17 mmol) was added to the reaction mixture and the resulting solution was allowed to stir overnight, ca. 18 hours. The tetrahydrofuran was removed by evaporation in vacuo and the orange residue was dissolved in ethyl acetate. The organic solution was extracted with 0.5N HCl (4*100 ml) and the aqueous acid extracts were combined and made basic with 10N NaOH. The aqueous was then extracted with ethyl acetate (5*100 ml) and the combined extracts were dried over MgSO4 and concentrated to yield 12.1 g (74.4%) of ethyl 1-methyl-3-(2′-fluoro)-benzyl-nipecotate as an orange oil. 1 H-NMR (CDCl3) delta: 7.22-7.15 (m, 1H), 7.10-6.95 (m, 3H), 4.14-4.05 (m, 2H), 3.01 (bd, 1H, J=10.3 Hz), 2.87 (s, 2H), 2.58 (bd, 1H, J=10.3 Hz), 2.24 (s, 3H), 2.04-1.95 (m, 3H), 1.69-1.60 (m, 2H), 1.30-1.22 (m, 1H), 1.16 (t, 3H, J=7.1 Hz).

5166-67-6, The synthetic route of 5166-67-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Merck & Co., Inc.; US5206240; (1993); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

189333-49-1,189333-49-1, 3-Benzyl-3,9-diazaspiro[5.5]undecane is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3-benzyl-3,9-diazaspiro[5.5]undecane (3.3 mmol) in anhydrous DMSO (5 mL) is added 4-fluoro-N-methylbezamide (3.9 mmol) and potassium carbonate (3.9 mmol). The resulting mixture is heated at 140 C. for 2 days. The reaction mixture is allowed to cool to rt, poured into cold water (10 mL), and extracted with EA (10 mL×3). The combined organic layers are washed with water and brine, dried over sodium sulfate, and concentrated. The crude product is purified through PTLC (4% TEA in EA) to give the title compound as a white solid.

The synthetic route of 189333-49-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Xu, Yuelian; Caldwell, Timothy M.; Xie, Linghong; Chenard, Bertrand L.; US2008/247964; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

63921-23-3, 1-Phenylpiperidin-4-amine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

63921-23-3, (1) Preparation of phenyl N-(1-phenyl-4-piperidyl)carbamate pyridine (24 muL) and phenyl chlorocarbonate (32 muL) were added to a solution of 1-phenyl-4-piperidylamine (35 mg) in tetrahydrofuran (1 ML), and the mixture was stirred at room temperature for 12 hours.. The reaction mixture was poured into saturated aqueous sodium bicarbonate, and extracted with ethyl acetate.. The organic layer was dried over anhydrous magnesium sulfate and concentrated.. The residue was purified by column chromatography on silica gel (ethyl acetate/chloroform = 1/1) to give the title compound (37 mg).

The synthetic route of 63921-23-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1415986; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1187173-43-8, 2,7-Diazaspiro[4.5]decan-1-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2,7-Diazaspiro[4.5]decan-1 -one hydrogen chloride (150 mg, 0.787 mmol) was dissolved in dichloromethane (4 mL) and triethylamine (0.219 mL, 1.573 mmol), and 2-chloro-4-(trifluoromethyl)benzenesulfonyl chloride (241 mg, 0.865 mmol) was added. After stirring for 18 h, the reaction mixture was concentrated in vacuo. The resulting residue was purified by MDAP to give 7-{[2-chloro-4-(trifluoromethyl)- phenyl]sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (38.2 mg, 0.094 mmol, 12% yield) as a white solid. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1 .37 – 1 .64 (m, 3 H) 1.65 – 1 .75 (m, 1 H) 1.84 – 2.02 (m, 2 H) 2.72 – 2.83 (m, 2 H) 3.09 – 3.18 (m, J=7.78, 7.51 Hz, 2 H) 3.40 (d, J=12.1 1 Hz, 1 H) 3.72 (d, J=12.93 Hz, 1 H) 7.74 (s, 1 H) 7.93 (d, J=9.54 Hz, 1 H) 8.18 (d, J=7.45 Hz, 2 H). MS ES+ve m/z 397 (M+H)., 1187173-43-8

1187173-43-8 2,7-Diazaspiro[4.5]decan-1-one hydrochloride 45074126, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; CONVERGENCE PHARMACEUTICALS LIMITED; GLEAVE, Robert James; HACHISU, Shuji; PAGE, Lee William; BESWICK, Paul John; WO2011/141728; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

32559-18-5, Methyl piperidine-2-carboxylate hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of methyl pipecolate hydrochloride (1 g, 5.57 mmol) in THF (10 ml) was added phenothiazine carbonyl chloride (1.457 g, 5.57 mmol) followed by diisopropylethylamine (2.02 ml, 11.68 mmol). The resulting solution was stirred for 16 h before being partitioned between ethyl acetate and aq. sat. NH4Cl. The organic layer was washed with brine, dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography (15% ethyl acetate in hexane) to afford the sub-title compound as a colorless oil which crystallized upon standing (1.823 g, 89%): 1H NMR (400 MHz, CDCl3) delta 1.13-1.48 (3H, m), 2.57-2.69 (2H, m), 2.16 (1H, m), 3.00 (1H, m), 3.74 (4H, s+m), 5.00 (1H, m), 7.11 (2H, t), 7.22-7.34 (4H, m), 7.76 (2H, d); 13C NMR (100 MHz, CDCl3) delta 21.3 (CH2), 24.8 (CH2), 27.3 (CH2), 44.9 (CH2), 52.5 (CH3), 55.9 (CH), 122.8 (CH), 125.5 (CH), 127.8 (CH), 128.0 (CH), 129.2 (C), 141.7 (C), 158.4 (C), 172.2 (C), 32559-18-5

As the paragraph descriping shows that 32559-18-5 is playing an increasingly important role.

Reference：
Patent; Randle, John C.R.; US2005/267101; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

885275-00-3, Benzyl 4-iodopiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

885275-00-3, A flask was charged with t-butyl pyrrolidine-1-carboxylate (744 mg, 4.34 mmol, 1.50 equiv), N,N,N’,N’-tetramethylethylenediamine (505 mg, 4.35 mmol, 1.50 equiv), and ether (10 mL) under nitrogen. s-Butyllithium (3.57 mL, 4.64 mmol, 1.60 equiv, 1.3M in n-hexane) was added dropwise at -78 C. The resulting solution was stirred for 3.5 h at -78 C. Zinc diiodide (693 mg, 2.17 mmol, 0.75 equiv) in THF was added. The resulting solution was stirred for 0.5 h at -78 C. and stirred for 1 h at room temperature. A solution of benzyl 4-iodopiperidine-1-carboxylate in THF (1.00 g, 2.90 mmol, 1.00 equiv) was added to a solution of nickel chloride ethylene glycol dimethyl ether complex (94.8 mg, 0.430 mmol, 0.15 equiv) and N,N’-dimethylethylenediamine (43.4 mg, 0.490 mmol, 0.17 equiv). The organozinc solution was added to the catalyst/electrophile mixture. The resulting solution was stirred for 60 h at room temperature and quenched with water (20 mL). The resulting solution was extracted with DCM (3*20 mL) and the organic layers were combined, washed with brine (2*20 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was chromatographed on a silica gel column to provide 212 mg (19% yield) of benzyl 4-(1-(t-butoxycarbonyl)pyrrolidin-2-yl)piperidine-1-carboxylate as a yellow oil. LCMS (ESI, m/z): 389 [M+H]+.

The synthetic route of 885275-00-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; WEBER, Olivia D.; (127 pag.)US2019/202801; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

14813-01-5, 1-Benzylpiperidin-3-ol is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

866.3 mg of the 1-benzyl-3-hydroxypiperidine crude product obtained was dissolved in 6 mL of chloroform, to which, under ice cooling, 0.95 mL of triethylamine and 0.42 mL of methanesulfonyl acid chloride were sequentially added, and stirred at the same temperature for 30 minutes. To the reaction mixture, saturated sodium bicarbonate was added, extracted with chloroform, the extract was washed with saturated saline, and dried on anhydrous sodium sulfate. The solvent was evaporated to obtain 1.15 g of methanesulfonic acid (1-benzyl-piperidin-3-yl)methylester crude product as an orange oil. Without further purification, this was used as the feed material for the next reaction.

14813-01-5, As the paragraph descriping shows that 14813-01-5 is playing an increasingly important role.

Reference：
Patent; Kitamura, Takahiro; Yamada, Hajime; Takemura, Shunji; Ashikawa, Masanori; Ishikawa, Tetsuya; Miyake, Yoshiharu; Kouketsu, Akiyasu; Sato, Seiichi; Ishiwata, Hiroyuki; Tabunoki, Yuichiro; Shibasaki, Manabu; Ozawa, Takatoshi; Shigemi, Ryota; Doi, Takeshi; Tamura, Masahiro; US2011/237590; (2011); 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.140645-24-5,(S)-3-(Aminomethyl)-1-N-Boc-piperidine,as a common compound, the synthetic route is as follows.

Part A. Preparation of (S)-3-{3-[3-Ethyl-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-ureidomethyl}-piperidine-1-carboxylic Acid Tert-butyl Ester Racemic 3-hydroxymethylpiperidine-1-carboxylic acid tert-butyl ester was resolved using the procedure of B. Wirz and W. Walther, Tetrahedron Asymm. 1992, 3, 1049. The (R) isomer was converted into (S)-3-aminomethyl-piperidine-1-carboxylic acid tert-butyl ester by the method of K. Hilpert et al., J. Med. Chem. 1994, 37, 3889. A solution of this material (119 mg, 556 mumol) in N,N-dimethylformamide (4 mL) was treated with [3-ethyl-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-carbamic acid phenyl ester (180 mg, 556 mumol) and triethylamine (155 muL, 1.11 mmol) and the mixture was stirred at room temperature for 21 hours. The mixture was concentrated under vacuum, and the residue was dissolved in dichloromethane. The solution was washed with 1.0 N aqueous sodium hydroxide, dried over sodium sulfate and concentrated under vacuum. The residue was purified by flash chromatography, elution with 70% ethyl acetate in hexane, to provide a white glassy solid (193 mg, 78%). 1H NMR (300 MHz, CDCl3) delta 7.64 (s, 1H), 7.55 (s, 1H), 7.18 (s, 1H), 4.20 (s, 3H), 3.9-3.6 (m, 3H), 3.28 (m, 1H), 3.05 (m, 2H), 1.83 (m, 1H), 2.66 (q, J=8 Hz, 2H), 1.9-1.5 (m, 5H), 1.46 (s, 9H), 1.24 (t, J=8 Hz, 3H).

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; Batt, Douglas G.; US2004/67935; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem