Category: 496807-97-7

496807-97-7,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.496807-97-7,3,3-Difluoropiperidine hydrochloride,as a common compound, the synthetic route is as follows.

To a dichloroethane (10 mL) solution of methyl (lS)-3- oxocyclopentanecarboxylate (0.28 mL, 2.2 mmol, step A), 3,3-difluoropiperidine hydrochloride (420 mg, 2.7 mmol, 1.2 equiv.), and triethylamine (0.43 mL, 3.1 mmol, 1.4 equiv.) were added sodium triacetoxyborohydride (940 mg, 4.4 mmol, 2.0 equiv.) and acetic acid (0.25 mL, 4.4 mmol, 2.0 equiv.). The reaction mixture was stirred at room temperature for 12 hours and quenched with IN aqueous sodium hydroxide. It was extracted with dichloroethane, dried (sodium sulfate), and concentrated in vacuo to afford a crude product. Chromatography over silica gel, eluting with hexanes/ethyl acetate, afforded the title compound as a diastereomeric mixture. LC/MS = 248 [M+l].

As the paragraph descriping shows that 496807-97-7 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; GALLO, Gioconda V.; HENDERSON, Timothy J.; KUANG, Rongze; LIM, Yeon-Hee; LO, Michael Man-Chu; METZGER, Edward; RUIZ, Manuel de Lera; STAMFORD, Andrew; TEMPEST, Paul; WHITEHEAD, Brent; WU, Heping; WO2015/27431; (2015); A1;; ; Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; GALLO, Gioconda, V.; HENDERSON, Timothy, J.; KUANG, Rongze; LIM, Yeon-Hee; LO, Michael Man-Chu; METZGER, Edward; RUIZ, Manuel de Lera; STAMFORD, Andrew; TEMPEST, Paul; WHITEHEAD, Brent; WU, Heping; WO2015/31221; (2015); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

496807-97-7, 3,3-Difluoropiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,496807-97-7

General procedure: To a solution of 1 -benzyl-1 H-pyrazole-4-carboxylic acid [5-(3-formyl-phenyl)-1 – (toluene-4-sulfonyl)-1 H-pyrrolo[2,3-b]pyridin-3-yl]-amide (100mg, 0.17mmol) in MeOH (1 ml_) was added 4A molecular sieves followed by dimethylamine, 2.0M solution in THF (4ml_, 8mmol) and the reaction stirred for 3 hours at RT. Sodium triacetoxyborohydride (72.1 mg, 0.34mmol) was added and the reaction stirred 18 hours at RT. The inorganic material was separated via filtration and the filtrate was diluted with DCM. The solution was washed with aqueous saturated sodium bicarbonate solution, dried (MgSO4) and concentrated in vacuo. The residue was purified using automated column chromatography eluting with DCM to 10% MeOH/DCM. Fractions containing pure compound were combined and concentrated in vacuo to give the desired compound as a colourless glass, 61 mg, 58.0%.

The synthetic route of 496807-97-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VERNALIS (R&D) LIMITED; STOKES, Stephen; GRAHAM, Christoper John; RAY, Stuart Christopher; STEFANIAK, Emma Jayne; WO2013/114113; (2013); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

496807-97-7, 3,3-Difluoropiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

496807-97-7, Step 2:; To a solution of 37a2 (100 mg, 0.18 mmol) and 3,3-difluoropiperidine hydrochloride (31 mg, 0.20 mmol) in DCE (1.5 ml.) is added NaBH(OAc)3 (52 mg, 0.25 mmol). The mixture is stirred at RT overnight, then water is added. The mixture is extracted with DCM (3x), the organics are dried and concentrated under reduced pressure. Purification by combiflash (15% EtOAc in hex) gives 37a3.

The synthetic route of 496807-97-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/76747; (2009); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

496807-97-7,496807-97-7, 3,3-Difluoropiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 3,3-difluoropiperidine hydrochloride (518 mg) in DMF (15 mL) was added cesium carbonate (3.21 g) and (3-bromopropoxy)-tert-butyldimethylsilane (0.838 mL). The resulting reaction mixture was heated to 50 C. for 1.5 hours before cooling back to room temperature. Water and ethyl acetate were added to the reaction mixture. The mixture was extracted with ethyl acetate (2¡Á). The combined organics were washed with water (2¡Á), brine, dried over magnesium sulfate, filtered and concentrated. Purification by flash chromatography (ISCO, 0 to 40% ethyl acetate in hexanes with 1% triethylamine) gave the desired product (612 mg). 1H NMR (400 MHz, CDCl3): delta (ppm) 4.20 (t, 1H), 3.71-3.64 (m, 2H), 3.46 (t, 1H), 2.62 (t, 1H), 2.50-2.47 (m, 1H), 2.44-2.42 (m, 1H), 2.05-1.98 (m, 1H), 1.91-1.82 (m, 2H), 1.77-1.67 (m, 4H), 0.89 (d, 9H), 0.05 (s, 3H), 0.04 (s, 3H).

As the paragraph descriping shows that 496807-97-7 is playing an increasingly important role.

Reference£º
Patent; MSD Italia S.R.L.; Merck Sharp & Dohme Corp.; Rudd, Michael T.; McCauley, John; Liverton, Nigel; Grise-Bard, Christiane; Brochu, Marie-Christine; Charron, Sylvie; Aulakh, Virender; Bachand, Benoit; Beaulieu, Patrick; Zaghdane, Helmi; Han, Yongxin; Ferrara, Marco; Harper, Steven; Summa, Vincenzo; Chackalamannil, Samuel; Venkatraman, Srikanth; Shah, Unmesh; Velazquez, Francisco; (211 pag.)US9328138; (2016); B2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

496807-97-7, 3,3-Difluoropiperidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound 97 (1 equiv) in benzene (10 vol) was added TEA (1.5 equiv) and DPPA (1.2 equiv). The reaction mixture was stirred at 50 C for 1 h and then cooled to room temperature. 3,3-difluoropiperidine hydrochloride (4 equiv) and TEA (8 equiv) was added to the reaction mixture and stirred at 80 C for 16 h. After completion of the reaction, the reaction mixture was concentrated and the residue was purified by preparative HPLC to give compound 40. 1H MR (400 MHz, DMSO-de) delta 8.63 (s, 1H), 8.18 – 8.11 (s, 2H), 7.42 – 7.20 (m, 4H), 7.01 – 6.97 (m, 1H), 5.55 – 5.42 (m, 1H), 5.34 – 5.30 (m, 1H), 5.14 – 5.09 (m, 1H), 4.48 – 4.23 (m, 3H), 4.14 – 4.08 (m, 1H), 3.93 – 3.76 (m, 4H), 3.52 – 3.51 (m, 2H), 2.49 (s, 3H), 2.09 – 1.99 (m, 3H), 1.71 – 1.69 (m, 2H).

496807-97-7, The synthetic route of 496807-97-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (337 pag.)WO2017/35349; (2017); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem