Tag: M.W:200-300

109384-19-2, tert-Butyl 4-hydroxypiperidine-1-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Fluorobenzonitrile (3. 0G) was dissolved in THF (50ML) and then N-tert-butoxy-carbonyl- 4-piperidinol (4.98g) was added. Potassium HEXAMETHYIDISILAZIDE (20% wt solution in THF, 24.62g) was then added dropwise and the reaction stirred at rt for 2h. The reaction mixture was then evaporated to a minimum, redissolved in EtOAc (100 ml) and washed with aqueous 1N HCI (2X100 ML), saturated sodium bicarbonate solution (2X100 ML) and brine (100 ML). The organic layer was dried (MGS04) and then purified by chromatography [silica gel, step gradient 0-60% EtOAc/Hexane]. Fractions containing the required product were evaporated to give the title compound (D21) as a clear oil which crystallised on standing (6.83 g).’H NMR 8 (CDCI3) : 7.59 (2H, d, J=7. 50HZ), 6.95 (2H, d, J=7. 50HZ), 4.44 (1H, m), 3.70 (2H, m), 3.38 (2H, m), 1.91 (2H, m), 1.77 (2H, m), 1.47 (9H, s).

109384-19-2, As the paragraph descriping shows that 109384-19-2 is playing an increasingly important role.

Reference：
Patent; GLAXO GROUP LIMITED; WO2004/37788; (2004); 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.534595-51-2,1-Boc-4-(isopropylamino)piperidine,as a common compound, the synthetic route is as follows.

To a solution of tert-butyl 4-(isopropyIamino)piperidine-carboxylate (0.25 g) (prepared using similar chemistry described in Step 1 , Example 1) in CH2Cl2 (10 ml) were added 3- trifluoromethylsulfinylchloride (1.4 mL; 0.8 M in THF solution) [J. Org. Chem. USSR (Engl. Transl.) 13: 2086-2087 (1977)], N,N-dimethyIamnopyridine (2 grains), diisopropylethylamine (0.71 mL). The resulting reaction mixture was stirred at room temperature two hours, and then diluted with ether (50 mL), washed with IN HCl (50 mL) and then 50 ml 5 % KOH. The organic phase was washed with water, dried over Na2SOi, filtered and concentrated. The residue obtained was purified by silica gel chromatography using ethyl acetate/hexane (1 :3) to afford the titled compound as a white solid (110 mg). 1H NMR (CDCl3): 7.94 (s, IH), 7.87 (d, J=7.8 Hz5 IH), 7.76 (d, J=8.0 Hz, IH), 7.66 (t, J=7.8 Hz, IH), 4.2 (b, 2H)5 3.57 (qint, J=4.6 Hz5 IH)5 3.23 (m, IH), 2.74 (b5 IH), 2.60 (b, IH), 2.15 (m5 IH)5 1.95 (m5 IH)5 1.75 (m, 1 H), 1.48 (s, 9H), 1.43 (d, J=5.6 HZ5 3H)5 1.15 (b5 3H). MS: m/e 435 (M-H )+., 534595-51-2

The synthetic route of 534595-51-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; MERCK & CO., INC.; WO2007/75524; (2007); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.61995-20-8,Benzyl 3-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.,61995-20-8

Part A. Preparation of N-(benzyloxycarbonyl)-2-phenylmethyl-3-piperidone. A stirring solution of N-(benzyloxycarbonyl)-3-piperidone (1000 mg, 4.25 mmol) and pyrrolidine (454 mg, 6.38 mmol, Aldrich) in dry toluene (10 mL) in a round bottom flask fitted with a Dean-Stark trap was refluxed for 4 h. The reaction was conc. in vacuo to a orange oil. The oil was dissolved in dry acetonitrile (10 mL) and then benzyl bromide (800 mg, 4.68 mmol, Aldrich) was added. The reaction was heated to reflux for 16 h and then cooled to room temperature. The reaction was quenched by the addition of 1M HCl (50 mL) and then extracted with EtOAc (4*40 mL). The organic layers were combined, washed with brine, dried over Na2SO4, and conc. in vacuo to an oil. The oil was purified by flash chromatography (SiO2, 7-20% EtOAc in hexanes) to yield 86 mg of the product as a white solid. MS (ESI) 324 (M+H).

61995-20-8 Benzyl 3-oxopiperidine-1-carboxylate 1514169, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Ko, Soo S.; DeLucca, George V.; Duncia, John V.; Santella, III, Joseph B.; Wacker, Dean A.; US6331545; (2001); B1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

142851-03-4, Ethyl N-Boc-piperidine-4-carboxylate is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 41Atert-Butyl 4-(hydrazinylcarbonyl)piperidine-1-carboxylate; 10.0 g (38.9 mmol) of 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate were initially charged in 35 ml of ethanol, and 3.8 ml (3.90 g, 78 mmol) of hydrazine hydrate were added with stirring. The mixture was stirred at reflux for 9 h. The reaction mixture was cooled to RT, 1.9 ml (39 mmol) of hydrazine hydrate were added and the reaction solution was stirred at reflux for another 24 h. The solvent was concentrated, ethanol (50 ml) was added and the mixture was concentrated again. Diethyl ether (150 ml) was added, and the mixture was stirred in an ultrasonic bath for 5 min. The product was filtered off and dried. This gave 9.20 g (97% of theory) of the product.LCMS (Method 6): Rt=0.95 min. (m/z=244 (M+H)+)1H-NMR (400 MHz, DMSO-d6): delta=8.99 (s, 1H), 4.17 (br, 2H), 3.95 (br d, 2H), 2.71 (br, 2H), 2.23 (m, 1H), 1.60 (m, 2H), 1.40 (m, 11H).

142851-03-4, As the paragraph descriping shows that 142851-03-4 is playing an increasingly important role.

Reference：
Patent; BAYER SCHERING PHARMA AKTIENGESELLESCHAFT; US2011/144131; (2011); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

914988-10-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

[0127] Step b: N,N-diisopropylethylamine (8 mL, 46.0 mmol) was added to a mixture of (2,6- diethylphenyl)hydrazine hydrochloride (8 g, 39.9 mmol), tert-butyl 3-cyano-4-oxopiperidine-1- carboxylate (5 g, 22.3 mmol) and EtOH (60 mL) in a 250 mL round bottom flask under magnetic stirring. The resulting mixture was stirred under reflux for 3 h. Glacial acetic acid (12 mL, 208 mmol) was added and the mixture was stirred under reflux for another 2 h. The solvent was removed under reduced pressure and the residue was dissolved in EtOAc and washed with NaOH solution (2N), brine, and dried over MgSO4. The solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography (5 to 55% EtOAc in hexanes) to give tert-butyl 3-amino-2-(2,6-diethylphenyl)-6,7-dihydro-2H-pyrazolo[4,3- c]pyridine-5(4H)-carboxylate . MS: (ES) m/z calculated for C21H31 N4O2 [M + H]+ 371.2, found 371.2. Caution: Diazonium formation could be potentially dangerous, please handle with care and wear proper personal protection equipment.

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; CHEMOCENTRYX, INC.; FAN, Pingchen; LANGE, Christopher W.; LUI, Rebecca M.; MALATHONG, Viengkham; MALI, Venkat Reddy; PUNNA, Sreenivas; SINGH, Rajinder; TANAKA, Hiroko; ZENG, Yibin; ZHANG, Penglie; (284 pag.)WO2018/222598; (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.914988-10-6,tert-Butyl 3-cyano-4-oxopiperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of (±)-tert-butyl 3-cyano-4-oxo-piperidine-1-carboxylate (3.00 g, 13.3 mmol, CAS 914988-10-6) in acetone (25 mL) was added potassium carbonate (3.70 g, 26.7 mmol) and iodoethane (4.17 g, 26.7 mmol). The mixture was stirred at 25 C for 16 hrs. On completion, the reaction mixture was concentrated in vacuo to give a residue. The residue was diluted with ice water (20 mL) and extracted with dichloromethane (3 × 20 mL). The combined organic layers were washed with brine (60 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the title compound, which was used in the next step directly without further purification. 1H NMR (400MHz, CDCl3) delta = 3.84 – 3.71 (m, 3H), 3.57 (t, J = 5.7 Hz, 1H), 2.79 – 2.72 (m, 1H), 2.60 – 2.50 (m, 1H), 2.36 (br. s., 1H), 2.07 – 1.99 (m, 1H), 1.53 (s, 9H), 1.12 (t, J = 7.5 Hz, 3H)., 914988-10-6

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; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel P.; (208 pag.)WO2017/156177; (2017); 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.912368-73-1,(S)-tert-Butyl 3-(methylamino)piperidine-1-carboxylate,as a common compound, the synthetic route is as follows.

To a solution of 3,5-dichloropyrazine-2-carbonitrile (1035 mg, 5.98 mmol) in DMF (10 mL) were added (S)-tert-butyl 3-(methylamino)piperidine-1-carboxylate (1280 mg, 5.98 mmol) and DIPEA (1.25 mL, 7.2 mmol) in a dropwise manner. The mixture was stirred at room temperature for 3 hrs. The reaction mixture was diluted with 200 mL EtOAc, washed with brine x3, dried, concentrated in vacuo and subjected to silica flash column with 0 to 60% EtOAc in hexane to give (S)-tert-butyl 3-((6-chloro-5-cyanopyrazin-2-yl)(methyl)amino)piperidine-1- carboxylate (1.50 g, 71%)., 912368-73-1

The synthetic route of 912368-73-1 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108612-54-0,tert-Butyl methyl(piperidin-4-yl)carbamate,as a common compound, the synthetic route is as follows.

EXAMPLE 255; N-1- [4- (BENZOTHIAZOL-2-YLOXY)-BENZYL]-PIPERIDIN-4-YL}-N-METHYL- methanesulfonamide; A. {1-[4-(Benzothiazol-2-yloxy)-benzyl]-piperidin-4-yl}-methyl-carbamic acid ter-butyl ester; A mixture of 4-(benzothiazol-2-yloxy)-benzaldehyde (4.4 g, 17.2 MMOL), METHYL-PIPERIDIN-4-YL-CARBAMIC acid tert-butyl ester (4.06 g, 18. 9 MMOL) in CICH2CH2CI (172 mL) was stirred at room temperature for 40 min. To the resulting reaction mixture was added NaBH (OAC) 3 portion wise over 1.5 h (4 x 1.82 g, 34.4 MMOL). The resulting mixture was stirred at room temperature for 24 h, filtered through diatomaceous earth and rinsed with CH2Cl2 (300 mL). The filtrate was washed with sat. aq. NAHCO3 (1 x 50 mL), dried (NA2SO4) and concentrated under reduced pressure to yield the crude product as a pale yellow oil. The crude product was purified on SI02 (330 g; 0-100percent ethyl acetate/hexanes) to give a light yellow foam (3.75 g, 48percent yield). MS (ESI) : mass calculated for C25H31N303S, 453.2 ; m/z found, 454.5 [M+H]+. 1H NMR (400 MHz, CDC13) : 7.73 (d, J = 8.1, 1 H), 7.66 (d, J = 8.1, 1 H), 7.41-7. 35 (m, 3H), 7.33-7. 23 (m, 3H), 4.13-3. 94 (m, 1H), 3.53 (s, 2H), 2.93 (d, J= 11.6, 2H), 2.74 (s, 3H), 2.08 (t, J = 11.6, 2H), 1.81-1. 69 (m, 2H), 1.65-1. 57 (m, 2H), 1.46 (s, 9H), 108612-54-0

As the paragraph descriping shows that 108612-54-0 is playing an increasingly important role.

Reference：
Patent; JANSSEN PHARMACEUTICA N.V.; WO2005/12296; (2005); 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.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

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