Tag: 36958-61-9

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36958-61-9,5-(Bromomethyl)-3-methylisoxazole,as a common compound, the synthetic route is as follows.

tert-Butyl 2-[4-(5-chloro-2-fluorophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(3-methyl-1,2-oxazol-5-yl)propanoate (Racemate) To a solution of 900 mg (2.45 mmol) of tert-butyl [4-(5-chloro-2-fluorophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]acetate in 18 ml of tetrahydrofuran under argon at -78 C. were added dropwise 3.06 ml (1.0 M in THF, 1.25 eq.) of lithium bis(trimethylsilyl)amide, and the mixture was stirred for 30 min. Subsequently, 635 mg (3.43 mmol, 1.4 eq.) of 5-(bromomethyl)-3-methyl-1,2-oxazole were added. The resulting reaction mixture was stirred at -78 C. for another 30 min and at RT for another 90 min. Saturated aqueous ammonium chloride solution was added to the reaction mixture. After phase separation, the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution. The organic phase was dried (sodium sulphate), filtered and concentrated under reduced pressure. The crude product was then purified by means of normal phase chromatography (eluent: cyclohexane/ethyl acetate (0-38%) mixtures). Yield: 1.00 g (88% of theory) LC/MS [Method 1]: Rt=1.10 min; MS (ESIpos): m/z=463 (M+H)+, 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=7.54 (ddd, 1H), 7.48 (dd, 1H), 7.35 (t, 1H), 7.31 (s, 1H), 6.43 (s, 1H), 6.13 (s, 1H), 5.35 (dd, 1H), 3.68-3.56 (m, 2H), 3.55 (s, 3H), 2.16 (s, 3H), 1.40 (m, 9H).

36958-61-9, As the paragraph descriping shows that 36958-61-9 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; STAMPFUss, Jan; (82 pag.)US2017/298052; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36958-61-9,5-(Bromomethyl)-3-methylisoxazole,as a common compound, the synthetic route is as follows.

[1050] To a solution of 687 mg (1.63 mmol) of tert-butyl {4-[5-chloro-2-(trifluoromethyl)phenyl] -5-methoxy-2-ox- opyridin-i (2H)-yl}acetate in 14 ml of THF under argon at-70 C. were added 1.87 ml (1.87 mmol, 1.15 eq.) of 1 N lithium bis(trimethylsilyl)amide in THF, and the mixture was stirred for 30 mm. Subsequently, 422 mg (2.28 mmol, 95% purity, 1.4 eq.) of 5-(bromomethyl)-3-methyl-i,2-ox- azole were added, the mixture was stirred at -70 C. for 30 mm and then stirred while coming to RT overnight. To the reaction mixture were added 20 ml of saturated aqueous ammonium chloride solution, then 20 ml of water and 200 ml of ethyl acetate. The organic phase was washed with a mixture of saturated aqueous sodium chloride solution and water (1:1), dried and concentrated. The crude product was purified by means of normal phase flash chromatography (eluent: cyclohexane/ethyl acetate, 20-50%). Yield: 673 mg (78% of theory).11051] LC/MS [Method 1]: R=i.i7 mm; MS (ESIpos):mlz=5 13 (M+H),11052] ?H-NMR (400 MHz, DMSO-d5): oe [ppm]=7.87-7.80 (m, 2H), 7.75-7.68 (m, 2H), 7.55-7.50 (m, 2H), 7.30 (s,1H), 7.20 (s, 1H), 6.35-6.30 (m, 2H), 6.10 (s, 1H), 5.98 (s,1H), 5.36 (dd, 1H), 5.29 (dd, 1H), 3.73-3.57 (m, 3H),3.56-3.42 (m, 7H), 2.14 (s, 3H), 2.17 (s, 3H), 1.41 (s, 9H),1.38 (s, 9H).

36958-61-9, 36958-61-9 5-(Bromomethyl)-3-methylisoxazole 10607354, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ-NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; ACKERSTAFF, Jens; STAMPFUss, Jan; (87 pag.)US2017/291892; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

36958-61-9, 5-(Bromomethyl)-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methyl (5RS)-2-[(3-methyl-1,2-oxazol-5-yl)methyl]-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylate (Racemate) Methyl (5RS)-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylate (racemate) (200 mg, 1.01 mmol) was initially charged in acetonitrile (10 ml). Caesium carbonate (347 mg, 1.06 mmol) and 5-(bromomethyl)-3-methyl-1,2-oxazole (196 mg, 1.11 mmol, CAS 36958-61-9) were subsequently added. After stirring overnight, the reaction mixture was admixed at room temperature with water and ethyl acetate. The organic phase was removed and the aqueous phase was extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulphate and filtered, and the filtrate was concentrated. 259 mg (86% purity, 75% of theory) of the title compound were obtained. LC-MS (Method 3): Rt=0.94 min; MS (ESIpos): m/z=293 [M+H]+ 1H-NMR (400 MHz, DMSO-d6) delta[ppm]: -0.008 (0.44), 1.174 (0.64), 1.510 (0.40), 1.531 (0.43), 1.536 (0.43), 1.544 (0.42), 1.798 (0.49), 1.809 (0.54), 1.824 (0.47), 1.988 (1.18), 2.042 (0.41), 2.055 (0.52), 2.065 (0.75), 2.071 (0.80), 2.078 (0.73), 2.087 (0.86), 2.096 (0.58), 2.104 (0.53), 2.112 (0.61), 2.117 (0.52), 2.124 (0.64), 2.133 (0.58), 2.141 (0.55), 2.205 (15.12), 2.218 (2.90), 2.518 (0.41), 2.524 (0.52), 2.567 (0.86), 2.581 (0.78), 2.593 (0.80), 2.607 (0.67), 2.629 (0.63), 2.641 (1.15), 2.653 (0.66), 2.683 (0.47), 3.687 (1.47), 3.691 (0.75), 3.703 (16.00), 4.596 (1.03), 4.606 (1.14), 4.612 (1.28), 4.622 (0.98), 4.773 (1.74), 4.981 (6.40), 6.237 (3.04), 6.458 (0.50).

The synthetic route of 36958-61-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; BIBER, Nicole; BROCKSCHNIEDER, Damian; GERICKE, Kersten Matthias; KOeLLING, Florian; LUSTIG, Klemens; MEDING, Joerg; MEIER, Heinrich; NEUBAUER, Thomas; SCHAeFER, Martina; TIMMERMANN, Andreas; ZUBOV, Dmitry; TERJUNG, Carsten; LINDNER, Niels; BADOCK, Volker; MOOSMAYER, Dieter; MIYATAKE ONDOZABAL, Hideki; MOORE, Steven; SCHULZ, Alexander; (458 pag.)US2019/160048; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36958-61-9,5-(Bromomethyl)-3-methylisoxazole,as a common compound, the synthetic route is as follows.

A mixture of 2-( morpholin-4-yl)-8-[1-(tetrahyd ro-2H-pyran-2-yl )-1H-pyrazol-5-yl]-1,7-naphthy- ridin-4-ol (283 mg, 0.47 mmol), 5-(bromomethyl)-3-methyl-1,2-oxazole (123 mg, 0.70 mmol) andCaesiumcarbonate (197 mg, 0.61 mmol) in DMF (1.78 ml) was heated in a sealed tube in the microwave at 100C for one hour. The reaction mixture was allowed to cool to ambient temperature, a solution of concentrated aqueous HCI (0.7 ml) was added and the reaction was stirred at this temperature for two hours. The solvent was evaporated under reduced pressure,the residue was taken up in dichloromethane (10 ml) and water (10 ml). The layers were separated and the aqueous layer was extracted with dichloromethane (2x10m1). The combined organic layers were dried over Na2SO4 and the solvent was removed under reduced pressure. The crude product was purified by HPLC chromatography (acidic conditions). The title compound was obtained in 3 % yield (6 mg). ?H-NMR (400 MHz, DMSO): 6 [ppm] = 2.27 (3H), 3.76 (8H), 5.57 (2H),6.65 (1H), 7.06 (1H), 7.36 (1H), 7.61 (1H), 7.69 (1H), 8.32 (1H), 13.35 (1H).

As the paragraph descriping shows that 36958-61-9 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WORTMANN, Lars; LUeCKING, Ulrich; LEFRANC, Julien; BRIEM, Hans; KOPPITZ, Marcus; EIS, Knut; VON NUSSBAUM, Franz; BADER, Benjamin; WENGNER, Antje Margret; SIEMEISTER, Gerhard; BONE, Wilhelm; LIENAU, Philip; GRUDZINSKA-GOEBEL, Joanna; MOOSMAYER, Dieter; EBERSPAeCHER, Uwe; SCHICK, Hans; (509 pag.)WO2016/20320; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.36958-61-9,5-(Bromomethyl)-3-methylisoxazole,as a common compound, the synthetic route is as follows.

To a magnetically stirred solution of 7-(benzylthio)-4-substitued-phthalazin- 1 (2H)-one (0.40 mmol) in DMF (8 mL) at 20 C under nitrogen was added sodium hydride (0.44 mmol, 60% w/w), and the resulting mixture was agitated at ambient temperature for 1 h. 5-(Bromomethyl)-3-methyl-1 ,2-oxazole (0.44 mmol) was then added to the reaction, and the resulting mixture was agitated for 1 h at ambient temperature. Methanol (100 uL) was added to quench the reaction and the solvent was removed in vacuo to give the crude product as a residue. The residue was adsorbed onto silica and purified by automated column chromatography over silica gel eluting with a gradient of 0 to 100% EtOAc in hexane to give the desired product.This compound was prepared according to the general procedure described above for the synthesis of 7-(benzylthio)-4-substituted-2-((3-methylisoxazol-5- yl)methyl)phthalazin-1 (2H)-ones using 7-(benzylthio)-4-ethyl-phthalazin-1 (2H)-one. The desired product was isolated as an off-white solid in 90% yield.1H NMR (300MHz, DMSO-d6) delta = 8.1 1 (d, J = 1 .7 Hz, 1 H), 7.93 (d, J = 8.6 Hz, 1 H), 7.87 (dd, J = 2.0, 8.6 Hz, 1 H), 7.49 – 7.42 (m, 2H), 7.37 – 7.22 (m, 3H), 6.25 (s, 1 H), 5.76 (s, 1 H), 5.38 (s, 2H), 4.47 (s, 2H), 2.18 (s, 3H)

The synthetic route of 36958-61-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem