Day: March 24, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4801-58-5,Piperidin-1-ol,as a common compound, the synthetic route is as follows.

To a solution of compound 33a (140mg, 0.588 mmol) in DCM (15 mL) and DIPEA (206 ml, 1.18 mmol) was added dropwise at r.t a solution of triphosgene (69.8 mg, 0.235 mmol) in 5 mL of DCM. After 5 min. a solution of 1-hydroxypiperidine (89.2mg, 0.882 mmol) and DIPEA (103 ml, 0.59 mmol) were added. After stirring overnight at r.t. the reaction mixture was diluted with DCM, the organic layer separated, dried over sodium sulphate and evaporated to dryness. Purification by automated flash chromatography with a Biotage Isolera, FLASH 12+ column, using a gradient from PE : EtOAc 2:8 to EtOAc 100% afforded 13 mg of a white gummy solid, which was repurified on a SNAP 12 RP column with a gradient from NH4HCO3 buffer:ACN 6:4 to NH4HCO3 buffer:ACN 1:1.6 mg of the title compound was obtained as a gummy solid. UPLC-MS [M+H]+ = 366.79 (0376) 1H NMR (400 MHz, CDCl3) d ppm 1.28 (s, 1 H), 1.65 (br. s., 1 H), 1.74 – 1.88 (m, 4 H), 2.39 (s, 3 H), 2.70 (br. s., 2 H), 3.46 (br. s., 2 H), 3.97 (t, 2 H), 4.14 (t, 2 H), 4.91 (s, 2 H), 7.20 – 7.36 (m, 2 H), 7.36 – 7.46 (m, 2 H), 4801-58-5

The synthetic route of 4801-58-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; RECORDATI INDUSTRIA CHIMICA E FARMACEUTICA S.P.A; GRAZIANI, Davide; RIVA, Carlo; MENEGON, Sergio; TAZZARI, Valerio; (98 pag.)WO2019/145214; (2019); 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.1187173-43-8,2,7-Diazaspiro[4.5]decan-1-one hydrochloride,as a common compound, the synthetic route is as follows.

2,7-Diazaspiro[4.5]decan-1 -one hydrogen chloride (2.314 g, 12.14 mmol) was dissolved in dichloromethane (50 ml_), and triethylamine (8 ml_, 57.4 mmol) was added. The reaction mixture was cooled to 0 C and 4- (trifluoromethyl)benzenesulfonyl chloride (3.27 g, 13.35 mmol) was added. After 2 h, the reaction mixture was washed with aqueous 1 M HCI followed by aqueous 1 M NaOH, the organic layer was passed through a hydrophobic frit, and concentrated in vacuo. The resulting residue was purified by silica column chromatography on SP4 (gradient elution: 0 – 20% DCM – MeOH). The early colourless fractions led to 7-{[4- (trifluoromethyl)phenyl]sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (360 mg, 0.984 mmol, 8% yield) as a white solid. The later orange fractions were combined, and concentrated in vacuo. The resulting residue was recrystallised from methanol to give 3 batches of white crystals: 1 st batch 7-{[4-(trifluoromethyl)phenyl]sulfonyl}-2,7- diazaspiro[4.5]decan-1 -one (1 .506 g, 4.1 1 mmol, 33% yield), 2nd batch 7-{[4- (trifluoromethyl)phenyl]sulfonyl}-2,7-diazaspiro[4.5]decan-1 -one (400 mg, 1 .093 mmol, 9% yield), and 3rd batch 7-{[4-(trifluoromethyl)phenyl]sulfonyl}-2,7- diazaspiro[4.5]decan-1 -one (324 mg, 0.885 mmol, 7% yield). 1 H NMR (250 MHz, DMSO-d6) 5 ppm 1.31 – 1.76 (m, 4 H) 2.00 (qt, J=13.25, 6.60 Hz, 2 H) 2.18 – 2.32 (m, 2 H) 3.20 (t, J=6.86 Hz, 2 H) 3.34 (d, J=1 1 .49 Hz, 1 H) 3.64 (d, J=1 1 .59 Hz, 1 H) 7.77 (s, 1 H) 7.96 (d, J=8.37 Hz, 2 H) 8.04 (d, J=8.44 Hz, 2 H). MS ES+ve m/z 363 (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10338-57-5,4-(Piperidin-1-yl)benzaldehyde,as a common compound, the synthetic route is as follows.

Route 2: 1.94g of 4-methoxy-2-methylquinoline and 1.89g of 4-(piperidin-1-yl)benzaldehyde were added to a 250ml round bottom flask with a spherical condenser.The mixture was heated in an oil bath on an Ika magnetic stirrer, and 1.88 g of p-toluenesulfonamide was added as a catalyst, and 8 ml of toluene was used as a solvent, and the mixture was heated under reflux for 72 hours.The solvent was sparged and recrystallized from 2 ml of ethanol to give a pale yellow solid.The yield was 94%.

10338-57-5, 10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; University of Science and Technology of China; Zhang Guoqing; Chen Biao; Xu Cheng; Huang Wenhuan; Huang Linkun; Bi Guoqiang; (29 pag.)CN110066243; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

10338-57-5, 4-(Piperidin-1-yl)benzaldehyde is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of compound 1114 (0.34628, 111111110) and 4-piperidin-1-yl-benzaldehyde (0.20818,1.11111111)Wall pressure bottle, then add 2mL of DMS0, 10mL of trimethylchlorosilane, 100 C heating overnight, TLC monitoring reaction after the end,The crude product was purified by silica gel column chromatography (eluent: V (ethyl acetate): V (methanol): V (ammonia) = 10: 1: 0.1)To 0.4090 g of a pale yellow solid in 79% yield., 10338-57-5

10338-57-5 4-(Piperidin-1-yl)benzaldehyde 291354, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Sun Yat-Sen University; HUANG, ZHISHU; TAN, JIAHENG; WANG, YUQING; (41 pag.)CN106220631; (2016); 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.768-66-1,2,2,6,6-Tetramethylpiperidine,as a common compound, the synthetic route is as follows.,768-66-1

A dry and nitrogen-flushed Schlenk flask equipped with a magnetic stirring bar and rubber septum was charged with iPrMgCl·LiCl (1.0 M in THF, 20 mL 20 mmol). Then, 2,2,6,6-tetramethylpiperidine (3.52 mL, 21 mmol) was added dropwise through a syringe within 5 min. The mixture was stirred until the gas evolution ceased (24-48 h). Titration against benzoic acid in THF (0 C) in the presence of 4-(phenylazo)diphenylamine as the indicator showed that the base concentration ranged from 0.9 to 0.98 M.

The synthetic route of 768-66-1 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Bozzini, Leandro A.; Batista, Joao H.C.; de Mello, Murilo B.M.; Vessecchi, Ricardo; Clososki, Giuliano C.; Tetrahedron Letters; vol. 58; 44; (2017); p. 4186 – 4190;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.72551-53-2,Ethyl 1-benzylpiperidine-3-carboxylate,as a common compound, the synthetic route is as follows.,72551-53-2

A mixture of ethyl 1-benzylpiperidine-3-carboxylate (9) (5.1 g,20.62 mmol, 1 eq.) and hydrazine monohydrate (10 mL, 10 eq.) inethanol (10 mL) was stirred overnight under reflux. After cooling,the solvent and excess of hydrazine were removed under reducedpressure to afford compound 10 as colorless oil in yield of 99%; 1HNMR (400 MHz, CDCl3) delta 9.00 (s br, 1H, NH), 7.32e7.17 (m, 5H, Ar-H), 3.79 (s br, 2H, NH2), 3.47 (d, J 12.4 Hz, 1H, CHa-Ph), 3.38 (d,J 12.4 Hz, 1H, CHb-Ph), 2.62 (m, 2H, piperidin-H), 2.45 (m, 1H,piperidin-H), 2.23 (m, 2H, piperidin-H), 1.87 (m, 1H, piperidin-H),1.72-1.48 (m, 3H, piperidin-H); 13C NMR (100 MHz, CDCl3)delta 175.4, 137.3, 129.2, 128.4, 127.4, 63.4, 54.4, 53.7, 40.8, 26.7, 22.7;HRESI-MS m/z calcd. for [M+H]+ C13H20N3O: 234.1601, found:234.1604.

The synthetic route of 72551-53-2 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Abdelrahman, Mostafa H.; Youssif, Bahaa G.M.; abdelgawad, Mohamed A.; Abdelazeem, Ahmed H.; Ibrahim, Hussein M.; Moustafa, Abd El Ghany A.; Treamblu, Laurent; Bukhari, Syed Nasir Abbas; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 972 – 985;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4629-78-1,3-Methylpiperidin-4-one hydrochloride,as a common compound, the synthetic route is as follows.,4629-78-1

Preparation of 1-[1-(4,4′-difluorodiphenylmethoxy)-propyl]-3-methylpiperidine-4-one Compound VI: {R1 and R2 =4-F, m=1, A=(CH2)n, n=3, R4, R5 and R6 =H, R3 =CH3 } The mixture of 1-[4,4′-difluorodiphenylmethoxy]-3-chloropropane (12 g, 0.04M), 3-methylpiperidine-4-one hydrochloride (6.05 g, 0.04M), potassium carbonate (14 g, 0.10M), sodium iodide (1 g, 0.006M) and acetonitrile (200 ml) is brought to reflux for 24 hours. After cooling and filtering, the solvent is evaporated and the residue is taken up in water and CH2 Cl2; the organic phase is dried, concentrated and chromatographed on Silica (eluent: AcOEt/Cyclohexane: 30/70). 10 g of oil are obtained. Yd.=66%. 1 H NMR: 1,1 (d,2H); 1.6-3.2 (m,11H); 3.50 (t,2H); 5.3 (s,1H); 6.80-7.45 (m,8H)

The synthetic route of 4629-78-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Cooperation Pharmaceutique Francaise; US5846980; (1998); 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.189333-49-1,3-Benzyl-3,9-diazaspiro[5.5]undecane,as a common compound, the synthetic route is as follows.

To 5-fluoro-2-nitroanisole (1.0 kg, 5.84 mol, 1 equivalent) and3-Benzyl-3,9-diaza-spiro [5.5] undecane (1.70 kg, 5.57 mol, 0.95 equivalent)After adding N, N-diisopropylethylamine (1.13 kg, 8.77 mol, 1.55 equivalents) to a solution of N-methylpyrrolidone (4 L), the reaction solution was stirred at 100 C for 4 hours.TLC (dichloromethane: methanol = 6: 1, Rf = 0.5) showed that the reaction was complete. After the reaction solution was cooled to room temperature, water (16L) was slowly added to the reaction solution, and a large amount of solids precipitated. The suspension was stirred for 1 hour and then filtered. The filter cake was added to ethanol (5L), and refluxed for 1 hour.After cooling to room temperature, it was filtered. After the filter cake was re-slurried with ethanol (5L) under reflux,It was then filtered and the filter cake was dried to give the product (1.92 kg, 83% yield) as a yellow solid.

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

Reference：
Patent; Qilu Pharmaceutical Co., Ltd.; Lin Dong; Zhou Guangqiang; Li Shubin; Wang Xin; Zhang Zhantao; Liu Zhen; Wang Xinsheng; (30 pag.)CN110407877; (2019); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

5773-58-0, 3-Methylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5773-58-0, The mixture of compound A0056-1 (115 mg, 1.02 mmol), compound 1 (323 mg, 1.53 mmol) and H2O (0.3 mL) was stirred overnight (about 18 hours) at room temperature. Thin-layer chromatography was used to monitor the reactions progress. The reaction mixture was quenched by extraction with ethyl acetate, followed by a washing with water and brine. The quenched reaction mixture was dried with anhydrous sodium sulfate and concentrated under vacuum to afford 300 mg of crude product as yellow oil. The crude product was purified via column chromatography to obtain 20 mg of the title product as colorless oil (yield: 6%) . The structure was confirmed by 1H NMR and MS.

The synthetic route of 5773-58-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PAIN THERAPEUTICS, INC.; WO2010/51374; (2010); 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

1-Benzyl-3-piperidinol (600 g), toluene (6 L), ethyl acetoacetate (490.2 g), boric acid (19.5 g) were added to a 10 L reaction flask. Heated to reflux overnight, HPLC detection, The remaining 2-6.2% of 3-benzyl-3-piperidinol was added to the atmospheric distillation apparatus to distill off the ethanol produced by the reaction. Complete the reaction in 2 hours, cool to 0~10 C, adjust the pH to about 3, and extract the product with water (1 L × 2). The aqueous phase was combined, and the pH of the aqueous phase was adjusted to about 7 and extracted with ethyl acetate (1L×2). Wash with saturated brine (500 mL×2), dry over anhydrous sodium Concentrated to dryness afforded 786.1 g of a yellow oil., 14813-01-5

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

Reference：
Patent; Tianjin Changyuan Pharmaceutical Technology Co., Ltd.; Chi Fangfei; Ying Zixiang; Liu Wenjuan; Mo Lan; (9 pag.)CN104529872; (2018); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem