Downstream synthetic route of 4629-78-1

4629-78-1, 4629-78-1 3-Methylpiperidin-4-one hydrochloride 22728864, 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.4629-78-1,3-Methylpiperidin-4-one hydrochloride,as a common compound, the synthetic route is as follows.

Preparation of acyl-chloride: A solution of 200 mg (0.571 mmol) of the compound from Example 52A in 4 mL of dichloromethane was initially treated at RT with 249 mu (2.86 mmol) of oxalyl chloride and then with a small drop of DMF.After the reaction mixture had been stirred at RT for 2.5 h, it was concentrated to dryness on a rotary evaporator.The remaining residue was dried under high vacuum and then reacted further in the next substep. Preparation of the amide: The acid chloride obtained above was dissolved in 1 ml of dichloromethane and added to a solution of 171 mg (1.14 mmol) of 3-methylpiperidine-4-one hydrochloride and 398 mu (2.28 mmol) N, N-diisopropylethylamine in 5 ml of dichloromethane dropped.The reaction mixture was stirred at RT for 2 h.After the mixture was concentrated on a rotary evaporator to dryness, the crude product (method 6) was purified by preparative HPLC.After combining the product fractions, evaporation and drying under high vacuum, 236 mg (88% d. Th., 95% purity) of the title compound.

4629-78-1, 4629-78-1 3-Methylpiperidin-4-one hydrochloride 22728864, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAERTER, MICHAEL; DELBECK, MARTINA; KALTHOF, BERND; LUSTIG, KLEMENS; LINDNER, NIELS; KAST, RAIMUND; WASNAIRE, PIERRE; SUESSMEIER, FRANK; (372 pag.)TW2016/7950; (2016); A;,
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Simple exploration of 4629-78-1

The synthetic route of 4629-78-1 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.4629-78-1,3-Methylpiperidin-4-one hydrochloride,as a common compound, the synthetic route is as follows.,4629-78-1

Preparation of 1-[1-(4,4′-difluorodiphenylmethoxy)-propyl]-3-methylpiperidine-4-one Compound VI: {R1 and R2 =4-F, m=1, A=(CH2)n, n=3, R4, R5 and R6 =H, R3 =CH3 } The mixture of 1-[4,4′-difluorodiphenylmethoxy]-3-chloropropane (12 g, 0.04M), 3-methylpiperidine-4-one hydrochloride (6.05 g, 0.04M), potassium carbonate (14 g, 0.10M), sodium iodide (1 g, 0.006M) and acetonitrile (200 ml) is brought to reflux for 24 hours. After cooling and filtering, the solvent is evaporated and the residue is taken up in water and CH2 Cl2; the organic phase is dried, concentrated and chromatographed on Silica (eluent: AcOEt/Cyclohexane: 30/70). 10 g of oil are obtained. Yd.=66%. 1 H NMR: 1,1 (d,2H); 1.6-3.2 (m,11H); 3.50 (t,2H); 5.3 (s,1H); 6.80-7.45 (m,8H)

The synthetic route of 4629-78-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Cooperation Pharmaceutique Francaise; US5846980; (1998); A;,
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The synthetic route of 4629-78-1 has been constantly updated, and we look forward to future research findings.

4629-78-1, 3-Methylpiperidin-4-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

methyl 6-r(1-methylethyl)sulfonyll-3-r(3-methyl-4-oxo-1-piperidinyl)methyll-2-r3- (trifluoromethyl)phenyll-4-quinolinecarboxylateA suspension of methyl 3-methyl-6-[(1-methylethyl)sulfonyl]-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (1.25 g, 2.77 mmol), V-bromosuccinimide (0.641 g, 3.60 mmol), and benzoyl peroxide (0.067 g, 0.277 mmol) in carbon tetrachloride (27 ml) was heated to 100C for 19 h. The mixture was cooled to room temperature, and the solvent was removed under reduced pressure. The residue was suspended in acetonitrile (20 mL), and 3-methyl-piperidin-4-one hydrochloride (0.497 g, 3.32 mmol) and A/, V-diisopropylethylamine (1.209 mL, 6.92 mmol) were added. The mixture was stirred at room temperature for 22 h. The solvent was removed under reduced pressure, and the residue was diluted with 10% Na2C03. The aqueous mixture was extracted with ethyl acetate (2 x 25 mL). The combined organic extracts were dried over Na2S04, filtered, and concentrated in vacuo. The crude residue was loaded onto florisil and purified using silica gel chromatography (ISCO, 12 g silica, 5-40% ethyl acetate/hexanes, 12 g silica) to afford methyl 6-[(1-methylethyl)sulfonyl]-3-[(3-methyl-4-oxo-1-piperidinyl)methyl]-2-[3- (trifluoromethyl)phenyl]-4-quinolinecarboxylate (1.24 g, 76% yield). 1H NMR (400 MHz, DMSO- d6) 58.35 – 8.41 (m, 2H), 8.22 (dd, J = 2.01 , 8.81 Hz, 1 H), 8.03 (s, 1 H), 7.93 (t, J = 8.94 Hz, 2H), 7.75 – 7.82 (m, 1 H), 4.08 (s, 3H), 3.82 (s, 2H), 3.65 (quin, J = 6.74 Hz, 1 H), 2.87 (dd, J = 5.04, 10.07 Hz, 2H), 2.22 – 2.47 (m, 3H), 2.06 (d, J = 13.60 Hz, 1 H), 1.92 – 2.01 (m, 1 H), 1.23 (s, 3H), 1.21 (s, 3H), 0.77 (d, J = 6.55 Hz, 3H); MS (m/z) 563.1 (M+H+)., 4629-78-1

The synthetic route of 4629-78-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROOKS, Carl, A.; CHEUNG, Mui; EIDAM, Hilary, S.; FOX, Ryan, M.; HILFIKER, Mark, A.; MANAS, Eric, S.; YE, Guosen; WO2011/119701; (2011); A1;,
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4629-78-1, 4629-78-1 3-Methylpiperidin-4-one hydrochloride 22728864, apiperidines compound, is more and more widely used in various fields.

4629-78-1, 3-Methylpiperidin-4-one hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2: To a suspension of the product of step 1 in DCM at 0 C., DIPEA (4 eqv) was added slowly and stirred for 30 minutes at 25 C. The reaction mixture was cooled again to 0 C. and acetyl chloride (1.1 eqv) was added slowly. The resulting mixture was stirred at 25 C. for 16 hrs before being quenched by addition of saturated aqueous NaHCO3. The aqueous layer was back extracted three times with DCM. The combined organics were washed with H2O, dried (Na2SO4), filtered and evaporated. The residue was purified by SiO2 flash chromatography to give racemic 1-acetyl-3-methyl-piperidin-4-one (94% over two steps).

4629-78-1, 4629-78-1 3-Methylpiperidin-4-one hydrochloride 22728864, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; Bamberg, Joe Timothy; Hermann, Johannes Cornellius; Lemoine, Remy; Soth, Michael; US2010/144745; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem