Day: March 17, 2022

122860-33-7, Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

26c. Phenylmethyl 4-formylpiperidinecarboxylate To a stirred solution of oxalyl chloride (2M solution in dichloromethane, 10.9 mL, 21.9 mmol) was added DMSO (3.1 mL, 3.4 g, 43.8 mmol) in dichloromethane (6 mL) over a period of 15 minutes. The product of Example 26b (4.4 g, 17.5 mmol) in dichloromethane (7 mL) was then added at -78 C. over a period of 15 minutes. The resultant solution was stirred at -78 C. for 1 hour and then triethylamine (12.2 mL, 8.86 g, 87.5 mmol) was added, dropwise, over a period of 15minutes. The mixture was further stirred at -78 C. for 30 min and then at 0 C. for 15 min. The reaction mixture was quenched with water and extracted with dichloromethane. The combined organic phase was washed with 1% HCl, water, dried over sodium sulfate, filtered and evaporated to give the title compound (4.4 g, 100%) which was used in the next step without purification. 1H NMR (300 MHz, CDCl3) delta9.65 (s, 1H), 7.28-7.38 (m, 5H), 5.12 (s, 2H), 4.04 (br d, J=13.1 Hz, 2H), 2.97-3.06 (m, 2H), 2.38-2.45 (m, 1H), 1.88-1.92 (m,2H), 1.52-1.64 (m, 2H). 13C NMR (75 MHz, CDCl3) delta202.7, 155.2, 136.7, 128.5, 128.6, 127.9, 67.2, 47.8, 43.0, 25.1. LRMS (APIMS) m/z 248 (MH+)., 122860-33-7

122860-33-7 Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate 736490, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Fang, Xinqin; Garvey, David S.; Gaston, Ricky D.; Lin, Chia-En; Ranatunga, Ramani R.; Richardson, Stewart K.; Wang, Tiansheng; Wang, Weiheng; Wey, Shiow-Jyi; US2003/203915; (2003); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1075-89-4, 8-Azaspiro[4.5]decane-7,9-dione is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 20 8-{2-[4-(2-Fluorophenyl)piperazin-1-yl]ethyl}-8-azaspiro[4.5]decane-7,9-dione (Compound 20) A mixture of 3,3-tetramethylene glutarimide (6.9 mg) and potassium carbonate (40 mg) in dimethylformamide (0.5 mL) was stirred at room temperature for 30 minutes. 1-(2-Chloroethyl)-4-(2-fluorophenyl)piperazine (10.0 mg) was added and the resulting solution was heated at 120 C. for 3 hours. The solvent was removed and the residue was purified by thin-layer chomatography (silica gel, eluding with hexane/ethyl acetate, 1:1), giving the title compound as a white solid (6.2 mg, 40%). 1H NMR (300 MHz, CDCl13) delta 7.07-6.87 (m, 4H), 3.96 (t, 2H, J=6.6 Hz), 3.05 (t, 4H, J=4.8 Hz), 2.67 (t, 4H, J=4.7 Hz), 2.59 (s, 4 H), 2.54 (t, 4H, J=6.6 Hz), 1.73-1.68 (m, 4H), 1.55-1.50 (m, 4H). ESI-MS m/z 374 (MH+).

1075-89-4, 1075-89-4 8-Azaspiro[4.5]decane-7,9-dione 136843, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Konkel, Michael; Wetzel, John M.; Noble, Stewart A.; Gluchowski, Charles; Craig, Douglas A.; US2002/28760; (2002); 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.

General procedure: In a grinding jar, 4-(diphenylamino)benzaldehyde (0.015 mol, 4.10 g) were combined with [(4-ethenylphenyl)methyl] phosphonic acid diethyl ester (0.01 mol, 2.53 g), t-BuOK (0.02 mol, 2.76 g) and the 7 mm stainless steel balls. The grinding jar was placed in a planetary ball-mill and stirred at 550 runs per minute during 2 h at room temperature. Then 60 mL DCM was added in the jar and the mixture was washed twice with 200 mL water. The organic layer was dried over MgSO4, concentrated under vacuum. The residue was isolated by column chromatography on silica gel using petroleum ether/ethyl acetate (10:1) to afford 3.06 g of the titled compound as a light yellow needle crystal. Yield 80.2%., 10338-57-5

The synthetic route of 10338-57-5 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Huang, Jiu-Qiang; Cai, Zhi-Bin; Jin, Fan; Li, Sheng-Li; Tian, Yu-Peng; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 154; (2016); p. 164 – 170;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1245648-32-1,tert-Butyl 4-oxo-2-(trifluoromethyl)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 2-(benzo[djthiazol-2-yl)acetonitrile (300 mg, 1.72 mmol) in ethanol (10 mL) was added tert-butyl 4-oxo-2-(trifluoromethyl)piperidine-1-carboxylate (460 mg, 1.72 mmol), elemental sulfur (55 mg, 1.72 mmol) and morpholine (150 mg, 1.72 mmol) at room temperature and the resulting reaction mixture was heated to reflux at 85 °C for 4 h and monitored by TLC. The reaction mixture was dried under vacuum pressure and the crude compound was purified by trituration with methanol to afford the mixture of the title compounds as an off white solid (700 mg, yield 89percent). LCMS: [M+Hj = 456.0; R = 3.50 mm, [M+Hj = 455.9; R = 3.59 mm., 1245648-32-1

The synthetic route of 1245648-32-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SYROS PHARMACEUTICALS, INC.; ROBERTS, Christopher; ZHANG, Yi; BEAUMIER, Francis; LEPISSIER, Luce; MARINEAU, Jason, J.; RAHL, Peter, B.; SPROTT, Kevin; CIBLAT, Stephane; SOW, Boubacar; LAROUCHE-GAUTHIER, Robin; BERSTLER, Lauren; (469 pag.)WO2016/197078; (2016); A1;,
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

10338-57-5, A mixture [OF 4-HYDRAZINO-1- (3-METHOXYPHENYL)-1 H-PYRAZOLO] [3, 4-d]pyrimidine (Intermediates Example T) (117 mg, 0.457 [MMOL), 4- (1-PIPERIDINYL) BENZALDEHYDE] (114 mg, 0.602 [MMOL),] and [PYRROLIDINE] (2 drops) in [ETOH] (10 mL) was heated at reflux for 12 h. The solid was filtered and washed with hexanes to yield product (195 mg, 98%) as a yellow solid. ‘H NMR (400 MHz, DMSO) 8 12.03 (s, [1 H),] 8.59 (s, 1H), 8.42 (s, [1 H),] 8.16 (s, [1 H),] 7.86- 7.84 (d+s, 2H), 7.62 (d, 2H), 7.45 (t, 1 H), 6.99 (d, 2H), 6.92 (m, [1] H), 3.82 (s, 3H), 3.27 (m, 4H), 1.57 (m, 6H) ppm; ES-MS m/z 428 (MH+).

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

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/9602; (2004); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

936130-82-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.936130-82-4,Methyl 4-(piperidin-4-yl)benzoate hydrochloride,as a common compound, the synthetic route is as follows.

Water (0.4 mL), paraformaldehyde (0.742 g, 24.71 mmol) and acetic acid (1.415 mL, 24.71 mmol) were added to a stirred suspension of methyl 4-piperidin-1-ium-4-ylbenzoate chloride (1.58 g, 6.18 mmol) in THF (40 mL) under nitrogen. Sodium cyanoborohydride (0.582 g, 9.27 mmol) was added portion wise over a period of 10 mins. The resulting mixture was stirred at 60 C. for 18 h. The reaction mixture was evaporated to dryness and mixed with water (30 mL) and 1M HCl (10 mL). The solution was washed with ethyl acetate (2×25 mL), basified with solid potassium carbonate and extracted ethyl acetate (2×25 mL). The organic layer was washed with saturated brine and dried over MgSO4, filtered and evaporated to afford pure methyl 4-(1-methylpiperidin-4-yl)benzoate (0.784 g, 54.4%) as a colourless oil which solidified on standing. 1H NMR (399.9 MHz, DMSO-d6) delta 1.62-1.71 (2H, m), 1.72-1.74 (2H, m), 1.95-2.02 (2H, m), 2.21 (3H, s), 2.54-2.59 (1H, m), 2.88 (2H, d), 3.85 (3H, s), 7.39-7.42 (2H, m), 7.88-7.91 (2H, m). MS: m/z 234 (MH+).

936130-82-4 Methyl 4-(piperidin-4-yl)benzoate hydrochloride 42614593, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

24686-78-0, 1-Benzoylpiperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) 4-Amino-1-benzoyl-piperidine-4-carbonitrile was prepared from N-benzoyl-4-piperidone according to the procedure from Example 9, step a. MS, m/z 168=M+1, 24686-78-0

The synthetic route of 24686-78-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Emmanuel, Michel Jose; Hickey, Eugene R.; Liu, Weimin; Spero, Denice Mary; Sun, Sanxing; Thomson, David S.; Ward, Yancey David; Young, Erick Richard Roush; US2002/58809; (2002); 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.25137-01-3,(R)-Ethyl piperidine-3-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 2-(3,3-bis(4-(trifluoromethyl)phenyl)-2-propen-1-yloxy)ethanol (25.0 g, 64 mmol) and triethylamine (16.2 g, 0.16 mol) in dry toluene (100 ml) kept under a nitrogen atmosphere was cooled to 10 C. and a solution of methanesulphonyl chloride (14.6 g, 0.13 mol) in dry toluene (100 ml) was added dropwise keeping the temperature below 10 C. When addition was complete the reaction mixture was stirred for 45 minutes at 5 C. and then for 30 minutes at 15 C. Water was added (100 ml) and the mixture was stirred at room temperature for 15 minutes. The phases were separated and the aqueous phase was extracted with two small portions of toluene. The combined organic extracts was washed with brine, dried over sodium sulphate and filtered. To the filtrate was added ethyl (R)-3-piperidine carboxylate (20.1 g, 0.13 mol) and potassium carbonate (22.1 g, 0.16 mol) and the mixture was heated at reflux temperature for 2 days and then stirred at room temperature for 2 days. The reaction mixture was filtered and the solvent evaporated in vacuo to give a residue which was dissolved into a mixture of ethyl acetate (125 ml) and water (75 ml). A 10% citric acid solution was added until pH 4 and the phases were separated. The organic phase was evaporated in vacuo to give a residue which was dissolved in toluene (150 ml). A mixture of a 34% citric acid solution (56 ml) and water (150 ml) was added and the phases were separated. The organic phase was extracted once more with a mixture of a 34% citric acid solution (20 ml) and water (50 ml). To the combined aqueous extracts was added ethyl acetate (150 ml) and excess of a 5% aqueous sodium bicarbonate solution. The phases were separated, the organic phase was dried over sodium sulphate and the solvent evaporated in vacuo to give 21.7 g (64%) of (R)-N-(2-(3,3-bis-(4-(trifluoromethyl)phenyl)-2-propen-1-yloxy)ethyl)-3-piperidinecarboxylic acid ethyl ester as an oil. TLC: rf=0.60 (SiO2; dichloromethane/methanol/acetic acid=20:2:1)., 25137-01-3

25137-01-3 (R)-Ethyl piperidine-3-carboxylate 185582, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Novo Nordisk A/S; US5198451; (1993); 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.5810-56-0,4-Acetamidopiperidine,as a common compound, the synthetic route is as follows.,5810-56-0

2.1 b lambda/-[1-(4-{2-[2-Oxo-4-(thiophen-2-ylmethoxy)-2/-/-pyridin-1-yl]-ethyl}-benzyl)-piperidin-4-yl]- acetamide To 45 mg (0.13 mmol) 1-[2-(4-hydroxymethyl-phenyl)-ethyl]-4-(thiophen-2-ylmethoxy)-1 /-/- pyridin-2-one (example 2.1 a) in 3.0 mL DCM is added 55 muL triethylamine (0.40 mmol) and subsequently 20 muL (0.26 mmol) methanesulfonyl chloride at RT. The reaction mixture is stirred 1 h at RT and then 37 mg (0.40 mmol) lambda/-piperidin-4-yl-acetamide is added. The mixture is stirred overnight at RT and is directly added to a reverse HPLC for purification (Zorbax stable bond, C18, 7 mum;water (0.15 % formic acid)/acetonitrile 95:5 to 10:90). Yield: 22 mg (36% of theory) ESI Mass spectrum: [M+H]+ = 466 Retention time HPLC: 2.7 min (method A).

As the paragraph descriping shows that 5810-56-0 is playing an increasingly important role.

Reference：
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/22979; (2008); 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.118133-15-6,1-(Ethoxycarbonyl)piperidine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Under anhydrous conditions, take Intermediate 14.02 (20mmol) in 25mL round bottom flask was added N,N’-carbonyldiimidazole (CDI) 4.21g (26mmol), was added freshly distilled THF 8ml, was stirred at room temperature for 4h, rotary evaporation remove THF, directly in the next reaction without purification., 118133-15-6

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

Reference：
Patent; Kunming Xianghao Technology Co., Ltd.; Luo Huairong; Hong Xuechuan; Zhu Xi; Zhu Jinmei; Wu Guisheng; Deng Zixin; Zhu Yingmin; Lu Yungang; Deng Ke; Qu Chunrong; (25 pag.)CN103694242; (2016); B;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem