Month: March 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.221874-51-7,(R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate,as a common compound, the synthetic route is as follows.

2-oxo-piperidin-3-yl carbamate (R)-tert-butyl (642 mg, 3.00 mmol) N, sodium hydride at room temperature to N- dimethylformamide (3 mL) solution of (132mg, 3.3 mmol) It was added. The reaction mixture was stirred for 30 minutes, iodomethane (206muL, 3.3 mmol) was added and stirring was continued for 1 hour. The reaction mixture was poured into water (50 mL), using the continuous extraction apparatus overnight, and extracted with EtOAc (100mL). The organic extract was evaporated to dryness under vacuum, the residue of the crude SiO2 chromatography (23g, CH2Cl2 / MeOH / NH4OH, 100: 0: 0 ~ 94: 5.7: 0.3) was purified by on, to give 1-methyl-2-oxo-piperidin-3-yl carbamic acid (R) -tert- butyl 310mg (45%) as a viscous oil colorless., 221874-51-7

221874-51-7 (R)-tert-Butyl (2-oxopiperidin-3-yl)carbamate 45092193, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; F.HOFFMANN-LA ROCHE AG; HENDRICKS, ROBERT THAN; HERMANN, JOHANNES CORNELIUS; KONDRU, RAMA K; LOU, YAN; LYNCH, STEPHEN M; OWENS, TIMOTHY D; SOTH, MICHAEL; (50 pag.)JP5667692; (2015); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.220394-97-8,1-Boc-4-(Cbz-amino)piperidine,as a common compound, the synthetic route is as follows.

A solution of 4-benzyloxycarbonylamino-piperidine-l-carboxylic acid tert-butyl ester (17.73 g, 53 mmol) in trifluoroacetic acid (30 ml) was stirred at room temperature for 30 min. The solvent was removed under reduced pressure and the residue was partitioned between IN aq, sodium hydroxide (30 ml) and a DCM-MeOH mixture (9-1, 100 ml). The aq. layer was extracted four more times with the same mixture. The combined extracts were dried over sodium sulfate, filtered and concentrated to dryness. The residue was chromatographed (DCM-MeOH 9-1 1% aq. ammonium hydroxide then DCM-MeOH 4-1) to afford the title piperidine (11.03 g, 47.07 mmol). .H NMR (CDC13) 8: 7.40-7.29 (m, 5H); 6.19 (br. s, 1H); 5.10 (s, 2H); 5.04 (s, 1H); 3.47 (m, 1H); 3.25 (br. d, J= 12.8 Hz, 2H); 2.81 (t, J= 12 Hz, 2H); 2.04 (m, 2H); 1.58 (m,2H)., 220394-97-8

220394-97-8 1-Boc-4-(Cbz-amino)piperidine 1514305, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; ACTELION PERCUREX AG; WO2006/99884; (2006); 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

To a solution of (S)-tert-hv&y 3-(aminomethyl)piperidine-l-carboxylate (500 mg,2.33 mmol) in CH2CI2 at -10 C was added triethylamine (650 uL, 4.66 mmol) followed by the dropwise addition of 2-methoxyethyl chloroformate (325 uL, 2.79 mmol). The reaction was warmed to room temperature and quenched with water. The aqueous layer was extracted with CH2CI2, and the combined extracts were dried over MgSCU, filtered, and evaporated. Purification via silica gel chromatography using 0 to 10%) EtOAc in CH2CI2 afforded 2-methoxyethyl ((iS)-l-(tert-butoxycarbonyl)piperidin-3-yl)methylcarbamate (496 mg, 67%). LC/MS: m/z 317.3 (M+H)+ at 2.56 min (10%-99% CH3CN (0.035% TFA)/H20 (0.05% TFA)). [001522] 2-Methoxyethyl ((i?)-piperidin-3-yl)methylcarbamate

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; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/28904; (2006); 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.24686-78-0,1-Benzoylpiperidin-4-one,as a common compound, the synthetic route is as follows.

EXAMPLE 1 Preparation of N-acetyl-4-piperidineacetaldehyde A 55 percent dispersion of sodium hydride in mineral oil containing 3.24 g. of a 55percent dispersion of sodium hydride in mineral oil was washed with three 50 ml portions of dry pentane and then the sodium hydride was suspended in 100 ml of anhydrous 1,2-dimethoxyethane (to be referred to hereinafter as DME). 16.58 g. of triethylphosphonoacetate in 50 ml of anhydrous DME were added to the sodium hydride suspension under a nitrogen atmosphere slowly with stirring and cooling to about 0° C. After the addition had been completed, the ice bath was removed and the mixture stirred for an additional hour at ambient temperature. The ice bath was then replaced and a solution of 10 g. of N-benzoyl-4-piperidone in 25 ml of anhydrous DME was added in dropwise fashion with stirring. After this addition had been completed, the ice bath was again removed and stirring continued for about three hours. Excess solvents were removed in vacuo from the reaction mixture. About 100 ml of an ice-water mixture were added. The resulting aqueous mixture was extracted with three 100 ml portions of ether, and the ether extracts separated, combined and dried. Removal of the ether therefrom in vacuo yielded a residue comprising N-benzoyl-4-(carbethoxymethylene) piperidine formed in the above reaction. Recrystallization of the residue from hexane yielded about 11.7 g. of colorless prisms of N-benzoyl-4-(carbethoxymethylene) piperidine melting at about 102°-103° C. N-benzoyl-4-(carbethoxymethylene) piperidine thus prepared had the following physical characteristics. Boiling point = 178°-180° C. at 0.03 mm Hg. nmr (CDCL3): delta1.28 (5, 3), 2.38 (broad m, 2), 3.05 (broad m, 2), 3.67 (broad m, 4), 4.18 (q, 2), 5.78 (broad s, 1), 7.41 (s,5). ir (KBr): 1715, 1660, 1620 cm-1. Anal: Calcd. for C16 H19 NO3: C, 70.31; H, 7.01; N, 5.13. Found: C, 70.42; H, 7.10; N, 5.07.

24686-78-0, Big data shows that 24686-78-0 is playing an increasingly important role.

Reference：
Patent; Princeton University; US3989691; (1976); 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.885279-92-5,1-Boc-1,8-diaza-spiro[4.5]decane,as a common compound, the synthetic route is as follows.

A flask was charged with triphosgene (1.73 g, 5.82 mmol, 0.70 equiv), DCM (60 mL), and HFIP (2.80 g, 16.7 mmol, 2.00 equiv) under nitrogen. DIPEA (4.28 g, 33.2 mmol, 4.00 equiv) was added at 0 C, and then the reaction mixture was allowed to stir for 2 h at rt. tert-Butyl 1,8-diazaspiro[4.5]decane-1-carboxylate (2.00 g, 8.32 mmol, 1.00 equiv) was added and the mixture was stirred overnight. The mixture was then quenched with water (50 mL), extracted with DCM (2 x 80 mL) and the organic layers were combined, washed with brine (2 x 50 mL), dried over anhydrous sodium sulfate, filtered and concentrated. The residue was chromatographed on a silica gel column with EtOAc/petroleum ether (1/5) to provide 2.56 g (71% yield) of 1 -(tert-butyl) 8-(1,1,1,3,3,3 -hexafluoropropan-2-yl) 1,8- diazaspiro[4.5]decane-1,8-dicarboxylate as a yellow solid. LCMS (ESI, m/z): 435 [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.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; (150 pag.)WO2018/93949; (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.280774-03-0,(1-Isopropylpiperidin-4-yl)methanol,as a common compound, the synthetic route is as follows.

D. 1-Isopropylpiperidine-4-carboxaldehyde A solution of 1-isopropylpiperidine-4-methanol (0.40 g, 2.5 mmol) and N-methylmorpholine (0.46 g, 3.8 mmol) in methylene chloride (20 mL) was treated with tetrapropylammonium perruthenate (0.089 g, 0.25 mmol). After 3 h, the mixture was concentrated and the residue purified by column chromatography (SiO2: 10% to 20% methanol:methylene chloride) affording 0.20 g (50%) of the title compound. 1NMR; FIA-MS, m/e 156 (m+)., 280774-03-0

The synthetic route of 280774-03-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US6635657; (2003); B1;,
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.

A solution of 2,2,6,6-tetramethylpiperidine (0.567 ml, 3.36 mmol) in dry tetrahydrofurane was cooled in a Schlenk tube to -20 C. N-Butyllithium in hexane (1.6 M, 2.0 ml) was added. The resulting orange solution was stirred for 10 min at -20 C. and was then cooled to -78 C. A solution of N-Butyloxycarbonylindole (0.652 g, 3 mmol) in a small amount of dry tetrahydrofurane was added. Stirring was continued for 90 min at -78 C. before a fresly prepared 1.5 M Zinc chloride solution i tetrahydrofurane (3.3 ml) was added. The reaction mixture was allowed to reach room temperature slowly. This yellow mixture was added to a flask containing bis(tri-t-butylphosphine) palladium (50 mg) and 4-bromo-nitobenzene ((0,509 g, 2.25 mmol). After stirring for 1 h at room temperature the temperature was raised to 60 C. over night. The reaction mixture was diluted with dichloromethane (20 ml) and was washed with saturated aqueous ammonium chloride (2×30 ml). The organic layer was dried (magnesium sulfate) and concentrated under reduced pressure. The residue was filtered hot in heptane and then crystalized to give the title compound in 63% yield (0.480 g). 1H NMR (400 MHz, CHLOROFORM-D), delta ppm 1.33 (m, 9 H), 6.61 (s, 1 H), 7.27 (m, 1 H), 7.36 (t, J=7.83 Hz, 1 H), 7.56 (m, 3 H), 7.67 (d, J=8.08 Hz, 2 H), 8.21 (d, J=8.59 Hz, 1 H).

768-66-1, 768-66-1 2,2,6,6-Tetramethylpiperidine 13035, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Novo Nordisk A/S; US2007/10559; (2007); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

53617-36-0, 1-Methyl-4-(piperidin-4-yl)piperazine is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

53617-36-0, 3h) (R)-1-(4-methyl-2-oxo-2,3-dihydro-benzoxazol-6-ylmethyl -2-[4-(4-methyl-piperazin-1-yl)-piperidin-1-yl]-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate A solution of 510 mg (1.0 mmol) (R)-1-carboxy-2-(4-methyl-2-oxo-2,3-dihydrobenz-oxazol-6-yl)-ethyl 4-(2-oxo-1,2,4,5,-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 365 mg (1.12 mmol) TBTU, 230 muL (1.31 mmol) ethyldiisopropylamine in 80 mL THF was stirred for 30 min at RT, then combined with 210 mg (1.12 mmol) 1-methyl-4-piperidin-4-yl-piperazine and stirred for 22 h at RT. To complete the reaction the mixture was again combined with 100 mg (0.3 mmol) TBTU and 50 mg (0.27 mmol) 1-methyl-4-piperidin-4-yl-piperazine and 40 mL THF and stirred for a further 4 h at RT. The reaction solution was diluted with 250 mL EtOAc and extracted twice with 60 mL saturated NaHCO3 solution. The organic phase was dried over Na2SO4, filtered and evaporated down i.vac. The residue was purified by chromatography (Alox, DCM/MeOH 50:1 to 25:1), the fractions containing the product were combined, evaporated down i.vac., combined with diethyl ether, filtered off and dried. Yield: 440 mg (65percent of theory) ESI-MS: (M+H)+=674 Rf=0.46 (Polygram-Alox, DCM/MeOH 25:1)

The synthetic route of 53617-36-0 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Boehringer Ingelheim International GmbH; US2005/256099; (2005); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

1062580-52-2, (3R,4R)-1-Benzyl-N,4-dimethylpiperidin-3-amine dihydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

S1. Add 180 g of (3R,4R)-1-benzyl-N,4-dimethylpiperidine-3-amine dihydrochloride,200g 2,4-dichloro-7H pyrrole[2,3-D]pyrimidine,153g potassium carbonate and 650mL water, Stir and heat to 90C and monitor the reaction by TLC; After the reaction is complete, Cooling the reaction solution,The aqueous layer was extracted twice with 1000 mL of ethyl acetate. Combined organic phases,Dried over anhydrous magnesium sulfate, Concentrated under reduced pressure, 205 g of compound I was obtained as a pale yellow solid (yield 89.5%, HPLC purity 95.3%);

1062580-52-2, As the paragraph descriping shows that 1062580-52-2 is playing an increasingly important role.

Reference：
Patent; Sichuan University; Dong Lin; Xu Huibei; He Yuan; Liu Hao; (20 pag.)CN110724146; (2020); 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.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 (100 mg, 0.524 mmol) was dissolved in dichloromethane (10 mL) and triethylamine (0.219 mL, 1 .573 mmol). Then, 3-fluoro-5-(trifluoromethyl)benzenesulfonyl chloride (165 mg, 0.629 mmol) was added and stirred for 17 h. The mixture was concentrated in vacuo and the resulting residue was purified by MDAP to give 7-{[3-fluoro-5-(trifluoromethyl)phenyl]sulfonyl}- 2,7-diazaspiro[4.5]decan-1 -one (87.9 mg, 0.226 mmol, 43% yield) as a white solid. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1.39 – 1 .49 (m, 2 H) 1.52 – 1 .64 (m, 1 H) 1.66 – 1 .75 (m, 1 H) 1.87 – 1.97 (m, 1 H) 1.99 – 2.09 (m, 1 H) 2.29 – 2.41 (m, 2 H) 3.14 – 3.24 (m, 2 H) 3.41 (d, J=1 1 .73 Hz, 1 H) 3.68 (d, J=1 1 .89 Hz, 1 H) 7.76 (s, 1 H) 7.84 (s, 1 H) 8.01 (d, J=7.84 Hz, 1 H) 8.16 (d, J=8.55 Hz, 1 H). MS ES+ve m/z 381 (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