Some tips on 19099-93-5

The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19099-93-5,1-Cbz-Piperidin-4-one,as a common compound, the synthetic route is as follows.

Step 2: benzyl-7′-chloro-2′-oxo-1′,2′-dihydrospiro[piperidin-4,4′-pyrido[2,3d][1,3]oxazin]-1-carboxylate; Under a nitrogen atmosphere 26.0 mL (173 mmol) N,N,N,N-tetramethylene-ethylenediamine in 180 mL THF were cooled to -20 C. and combined with 70.0 mL (175 mmol) 2.5 M butyllithium solution. After 30 minutes’ stirring the reaction mixture was cooled to -78 C., and at this temperature 17.8 g (78.0 mmol) tert-butyl (6-chloro-pyridin-2-yl)-carbamate in 120 mL THF were slowly added dropwise. The reaction mixture was stirred for 2.5 h at -78 C. and then combined with 27.2 g (117 mmol) Cbz-protected piperidone in 60 mL of THF. After one hour at -78 C. the mixture was heated to RT and then stirred for 18 h at 40 C. The reaction mixture was decomposed by the dropwise addition of 150 mL saturated sodium hydrogen carbonate solution. Then it was extracted with DCM. The combined organic phases were washed with water, dried and evaporated down. The residue was triturated with PE/EtOAc (1/1), the precipitate formed was suction filtered, washed with PE/EtOAc (1/1) and dried.Yield: 16.4 g (54% of theoretical)ESI-MS: m/z=388 (M+H)+ Rt(HPLC): 1.57 min (method B), 19099-93-5

The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2011/172218; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 19099-93-5

The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

19099-93-5, 1-Cbz-Piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step B. Ben2yl 7′-chloro-2′-oxo-r,2′-dihydro-lH-spiro[piperidine-4,4′-pyrido[2,3- 19099-93-5

The synthetic route of 19099-93-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2006/44504; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Analyzing the synthesis route of 19099-93-5

As the paragraph descriping shows that 19099-93-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19099-93-5,1-Cbz-Piperidin-4-one,as a common compound, the synthetic route is as follows.

Step B. Benzyl T-chloro^’-oxo-l’^’-dihvdro-lH-spirorpiperidine^^’-pyridopj-difUloxazine]-.- carboxylate; To a -20 0C solution of N,N,N’,N’-tetramethylethylenediamine (0.335 g, 2.89 mmol) in TEtaF (1 mL) was added n-butyllithium (2.5M, 1.15 mL, 2.89 mmol) over 10 min. After 30 min, the mixture was cooled to -78 0C and fe/t-butyl (6-chloropyridin-2-yl)carbamate (0.300 g, 1.31 mmol) in TEtaF (0.8 mL) was added over 15 min. After Ih, the reaction was warmed to -50 0C, stirred for 2h and then N-benxyloxycarbonyl-4-piperidinone (0.459 g, 1.97 mmol) in TEtaF (1 mL) was added over 10 min. The reaction was allowed to warm to room temperature and then stirred for 24 h. A solution of saturated aqueous NaEtaCU3 was added and the mixture extracted with EtOAc (3x). The combined organic layers were washed with H2O, brine, dried over MgSC>4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with a gradient of 25 to 50% ethyl acetate: hexane to give the title compound (0.160 g). MS: mlz = 338.0 (M + 1)., 19099-93-5

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Reference:
Patent; MERCK & CO., INC.; WO2006/41830; (2006); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 19099-93-5

19099-93-5 1-Cbz-Piperidin-4-one 643496, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19099-93-5,1-Cbz-Piperidin-4-one,as a common compound, the synthetic route is as follows.

To a -20 0C solution of N,N,N’,N’-tetramethylethylenediamine (0.335 g, 2.89 mmol) in TEtaF (1 mL) was added n-butyllithium (2.5M, 1.15 rnL, 2.89 mmol) over 10 min. After 30 min, the mixture was cooled to -78 0C and tert-butyl (6-chloropyridin-2-yl)carbamate (0.300 g, 1.31 mmol) in TEDF (0.8 mL) was added over 15 min. After Ih, the reaction was warmed to -50 0C, stirred for 2h and then N-benxyloxycarbonyl-4-piperidinone (0.459 g, 1.97 mmol) in TEtaF (1 mL) was added over 10 min. The reaction was allowed to warm to room temperature and then stirred for 24 h. A solution of saturated aqueous NaEtaCOs was added and the mixture extracted with EtOAc (3x). The combined organic layers were washed with H2O, brine, dried over MgStheta4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with a gradient of 25 to 50% ethyl acetate: hexane to give the title compound (0.160 g). MS: m/z = 338.0 (M + 1)., 19099-93-5

19099-93-5 1-Cbz-Piperidin-4-one 643496, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; MERCK & CO., INC.; WO2007/16087; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

New learning discoveries about 19099-93-5

As the paragraph descriping shows that 19099-93-5 is playing an increasingly important role.

19099-93-5, 1-Cbz-Piperidin-4-one is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

19099-93-5, Benzyl 4-oxopiperidine-1-carboxylate (5g, 21 mmol) in THF (50 ml) was cooled to 0C. Sodium hydride (1.1 g, 43 mrnol), then iodomethane (3.0 ml, 47 mrnol) was added slowly. Mixture was stirred at 0C for 2 hours, then slowly warm up to room temperature and stirred overnight. Saturated aq. NH4C1 solution was added and the product was extracted with EtOAc. The extract was washed with brine, dried over anhydrous sodium sulfate, and concentrated. The crude product thus obtained was purified by column chromatography on a 100 grain-size silica gel column, eluting with gradient EtOAc/hexane to afford the titled product as colorless oil.

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Reference:
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; LO, Michael Man-Chu; LIM, Yeon-Hee; STAMFORD, Andrew; KUANG, Rongze; TEMPEST, Paul; YU, Younong; HUANG, Xianhai; HENDERSON, Timothy, J.; KIM, Jae-Hun; BOYCE, Christopher; TING, Pauline; ZHENG, Junying; METZGER, Edward; ZORN, Nicolas; XIAO, Dong; GALLO, Gioconda, V.; WON, Walter; WU, Heping; WO2014/105666; (2014); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 19099-93-5

19099-93-5, As the paragraph descriping shows that 19099-93-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19099-93-5,1-Cbz-Piperidin-4-one,as a common compound, the synthetic route is as follows.

A mixtureof benzyl-4-oxopiperidine-1-carboxylate (11. 7 g, 50 mmol),potassium cyanide (4.87 g, 75 mmol) and ammonium carbonate (24 g, 250 mmol) in ethanol (100 ml), was placed in a stainless steel bomb and heated at 110C overnight. The reaction mixture was poured into ice-water(300 ml)and the resulting mixture was filtered. The pH of the mixturein water (100 ml)was adjusted to 2 by addition of anaqueous hydrochloric acid solution (6.0 M). The mixture was filtered and the filter cake was recrystallized15 from methanol: diethyl ether= 1:1 to afford benzyl-2,4-dioxo-1, 3,8-triazaspiro[4.5]decane-8-carboxylate as a white solid (10.0 g, 66%). LCMS (ESI): m/z = 304.1 [M+H(1 H-NMR (300 MHz, DMSO-d6):6 = 1.43-1.56 (m, 2H), 1.63-1.85(m, 2H), 2.45-2.60 (m, 2H), 3.33 (s, 2H), 3.88 (dd, J = 9.7, 4.0 Hz, 2H), 5.09 (s, 2H), 7.20-7.53 (m, 5H), 8.54 (s, 1H), 10.66 (s,1H). 20

19099-93-5, As the paragraph descriping shows that 19099-93-5 is playing an increasingly important role.

Reference:
Patent; X-RX DISCOVERY, INC.; BABISS, Lee; CLARK, Matthew; KEEFE, Anthony, D.; MULVIHILL, Mark, J.; NI, Haihong; RENZETTI, Louis; RUEBSAM, Frank; WANG, Ce; XIE, Zhifeng; ZHANG, Ying; WO2015/154023; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem