Category: 156353-01-4

156353-01-4, N-Methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2 A flask was charged with N-methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide 2 (11.7 g, 67.5 mmol) and THF (350 mL). The resulting mixture was immersed in a cooling bath at -60 C., and methylmagnesium bromide (3.0 M in ether, 33.8 mL, 101.4 mmol) was added via syringe over ~8 min. The temperature of the bath was allowed to rise to 0 C. over 6 h. At that time, the reaction was diluted with water and EtOAc and stirred vigorously for 10 min. The phases were separated, and the aqueous layer was extracted with EtOAc. The organic portions were combined, washed with brine, dried over MgSO4, filtered, and concentrated. The crude residue was subjected to column chromatography (120 g silica, 80 mL/min, 0% to 100% EtOAc/hexanes) to give 4-acetyltetrahydro-4H-pyran 3 (7.05 g, 55.0 mmol, 81%). 1H NMR (400 MHz, CDCl3) for 3: delta 3.95 (ddd, J=11.6, 4.4, 2.8 Hz, 2H), 3.38 (dt, Jd=2.8 Hz, Jt=11.6 Hz, 2H), 2.50 (m, 1H), 2.12 (s, 3H), 1.75 (m, 2H), 1.65 (m, 2H). LCMS for 3 (conditions D): tR=0.83 min, m/e=129.4 (M+H, base).

156353-01-4, 156353-01-4 N-Methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide 23144693, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Schering Corporation; US2012/195881; (2012); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

156353-01-4, N-Methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add 3 M methyl magnesium bromide in diethyl ether (1.14 L, 2.0 eq) to a solution of N-methoxy-N-methyl-tetrahydropyran-4-carboxamide (296 g, 1.71 mol) intetrahydrofuran (2.96 L) over one hour at 0C. Stir for an additional two hours, then pour the contents into a mixture of ice/water. Extract with methyl tert-butyl ether. Dry the organics over anhydrous magnesium sulfate and concentrate in vacuo to give 1-(tetrahydro-pyran-4-yl)-ethanone (105 g, 48%). ? NMR (300 MHz, DMSO-d6) delta 3.98 (m, 2H), 3.42 (m, 2H), 2.52 (m, 1H), 2.15 (s, 3H), 1.74 (m, 4H)., 156353-01-4

The synthetic route of 156353-01-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; BEIGHT, Douglas, Wade; BURKHOLDER, Timothy, Paul; CLAYTON, Joshua, Ryan; EGGEN, MariJean; HENRY, Kenneth, James, Junior; JOHNS, Deidre, Michelle; PARTHASARATHY, Saravanan; PEI, Huaxing; REMPALA, Mark, Edward; SAWYER, Jason, Scott; WO2011/50016; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.156353-01-4,N-Methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide,as a common compound, the synthetic route is as follows.

[0240] A flask was charged with N-methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide 2 (11.7 g, 67.5 mmol) andTHF (350 mL). The resulting mixture was immersed in a cooling bath at -60C, and methylmagnesium bromide (3.0 Min ether, 33.8 mL, 101.4 mmol) was added via syringe over ? 8 min. The temperature of the bath was allowed to rise to0 C over 6h. At that time, the reaction was diluted with water and EtOAc and stirred vigorously for 10 min. The phaseswere separated, and the aqueous layer was extracted with EtOAc. The organic portions were combined, washed withbrine, dried over MgSO4, filtered, and concentrated. The crude residue was subjected to column chromatography (120g silica, 80 mL/min, 0% to 100% EtOAc/hexanes) to give 4-acetyltetrahydro-4H-pyran 3 (7.05 g, 55.0 mmol, 81%). 1HNMR (400 MHz, CDCl3) for 3: delta 3.95 (ddd, J = 11.6, 4.4, 2.8 Hz, 2 H), 3.38 (dt, Jd = 2.8 Hz, Jt = 11.6 Hz, 2 H), 2.50 (m,1 H), 2.12 (s, 3 H), 1.75 (m, 2 H), 1.65 (m, 2 H). LCMS for 3 (conditions D): tR = 0.83 min, m/e = 129.4 (M+H, base)., 156353-01-4

As the paragraph descriping shows that 156353-01-4 is playing an increasingly important role.

Reference£º
Patent; Merck Sharp & Dohme Corp.; ISERLOH, Ulrich; STAMFORD, Andrew, W.; CUMMING, Jared, N.; (63 pag.)EP2485920; (2016); B1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics