Tag: 54593-26-9

54593-26-9, 3,5-Dimethyl-4-isoxazolecarbaldehyde is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,54593-26-9

Example 133 l-(3,4-Dichlorobenzyl)-3-(4-((((3,5-dimethylisoxazol-4-yl)methyl)(methyl) amino)methyI)thiazol-2-yl)urea; [00230] Sodium triacetoxyborohydride (86 mg, 0.4 mmol, 2.0 eq) was added to a dichloromethane (2 mL) solution of l-(3,4-Dichloro-benzyl)-3-(4-methylaminomethyl- thiazol-2-yl)-urea (Example 132, 70 mg, 0.2 mmol) and 3,5-dimethylisoxazole-4- carbaldehyde (33 mg,0.25 mmol, 1.25 eq). After 16 hours of stirring, methanol (1 mL) and aqueous HCl (0.5 mL, IN) were added. The mixture was neutralized with dilute NaHCO3 solution. An aqueous work-up with dichloromethane and a chromatography (silica 0-3% MeOH in CH2Cl2) afforded the title compound. 1H NMR (400 MHz, CDCl3): delta 7.36 (m, 2H), 7.10 (dd, IH), 6.64 (s, IH), 4.32 (d, 2H), 3.46 (s, 3H), 3.21 (s, 3H), 2.28 (s, 3H), 2.16 (s, 3H), 2.07 (s, 3H). MS (ES+): M/Z 454 (M+ 1).

The synthetic route of 54593-26-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REPLIDYNE, INC.; WO2008/11191; (2008); 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.54593-26-9,3,5-Dimethyl-4-isoxazolecarbaldehyde,as a common compound, the synthetic route is as follows.

54593-26-9, THF (5 mL) was added to a mixture of 6-bromo-2,4-dichloro-3-phenylquinoline (363 mg, 1.03 mmol, Intermediate 1: step c) and 3,5-dimethylisoxazole-4-carbaldehyde (180 mg, 1.44 mmol) under a nitrogen atmosphere. The resulting colorless solution was cooled in a dry ice/acetone bath. n-BuLi (1.6 M in hexane, 0.77 mL, 1.23 mmol) was added dropwise and the mixture was stirred at -78 C. for 30 minutes, then moved to an ice bath and stirred for 30 minutes. The reaction was quenched by addition of saturated aqueous NH4Cl and was diluted with water. The mixture was extracted three times with EtOAc. The organic phase was dried (Na2SO4), filtered, and concentrated to afford the crude title compound. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.35 (s, 1H), 8.04 (d, J=8.80 Hz, 1H), 7.74 (dd, J=1.71, 8.80 Hz, 1H), 7.48-7.62 (m, 3H), 7.35-7.48 (m, 2H), 6.25 (d, J=4.16 Hz, 1H), 5.99 (d, J=3.42 Hz, 1H), 2.37 (s, 3H), 1.99 (s, 3H); MS m/e 398.9 (M+H)+.

54593-26-9 3,5-Dimethyl-4-isoxazolecarbaldehyde 289576, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; US2015/105372; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

54593-26-9, 3,5-Dimethyl-4-isoxazolecarbaldehyde is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a flask containing 6-bromo-4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline (2.0 g, 4.64 mmol, Intermediate 10: step d) was added THF (65 mL) at room temperature which resulted in a colorless homogeneous mixture. The solution was cooled to -70 C. which remained homogeneous and then n-BuLi (2.5 M in hexanes, 2.1 mL, 5.25 mmol) was added dropwise. The color of the solution became a dark opaque reddish-brown color. After 2 minutes, 3,5-dimethylisoxazole-4-carbaldehyde (705 mg, 5.63 mmol in 2 mL THF) was introduced. The reaction mixture immediately became a homogeneous yellow solution. After 25 minutes the reaction mixture was quenched with aqueous NH4Cl solution and the aqueous layer was extracted with EtOAc (3*50 mL). The combined organics were washed with brine, dried over MgSO4, filtered and concentrated to afford a faint yellow oil. FCC on silica gel (100% DCM increasing to 20% CH3CN-DCM) afforded the title compound as an off white amorphous solid. 1H NMR (500 MHz, CDCl3) delta ppm 8.17 (s, 1H), 7.82 (d, J=8.6 Hz, 1H), 7.56-7.48 (m, 3H), 7.39 (d, J=8.1 Hz, 2H), 5.96 (d, J=3.2 Hz, 1H), 4.35 (s, 2H), 4.07 (s, 3H), 2.34 (s, 3H), 2.32 (br. s, 1H), 2.10 (s, 3H). MS (ESI): mass calcd. for C24H20ClF3N2O3, 476.1; m/z found, 476.9 [M+H]+.

54593-26-9 3,5-Dimethyl-4-isoxazolecarbaldehyde 289576, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; US2015/105372; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem