Category: 19788-37-5

19788-37-5, 4-(Chloromethyl)-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 10 ml of dimethylformamide were added 1.1 g of 3-[bis(4-fluorophenyl)methyl]-4-piperidinone hydrochloride, 0.5 g of 4-chloromethyl-3, 5-dimethylisooxazole and 1.4 g of potassium carbonate and the mixture was stirred at room temperature for 16 hours.. The mixture was extracted with 30 ml of ethyl acetate, the extract was washed with water, and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain the title compound as an oil.1H-NMR (CDCl3) delta: 2.22, 2.32 (each s, 6H), 2.30-2.70 (m, 6H), 2.80 (m, 1H), 3.19 (s, 2H), 4.50 (d, 1H, J=11 Hz), 6.89-7.26 (m, 8H)., 19788-37-5

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP1460062; (2004); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

19788-37-5, 4-(Chloromethyl)-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 2,4-Dihydroxy-benzoic acid methyl ester (14) (1 g, 5.949 mmol) in DMF (2 mL), K2C03 (1.64 g, 11.898 mmol) and 4-Chloromethyl-3,5-dimethyl- isoxazole (4) (0.75 mL, 5.949 mmol) were added and the reaction was stirred at RT for 16 hours. The reaction mixture was diluted with ethyl acetate, washed with water and brine, dried over sodium sulfate and concentrated. The crude was purified by column chromatography (silica, gradient: 20-30% EtOAc in Hexane) to afford the Intermediate 15 (400 mg, 24%) as white solid., 19788-37-5

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; THE BROAD INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION; INSTITUTO CARLOS SLIM DE LA SALUD; BURNS, Sean, M.; WAGNER, Bridget, K.; VETERE, Amedeo; (189 pag.)WO2018/175324; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

19788-37-5, 4-(Chloromethyl)-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 41c 3,5-Dimethyl-4-((4-nitro-1H-pyrazol-1-yl)methyl)isoxazole 1H-Pyrazole (10 g, 147 mmol) was added in small portions to concentrated H2SO4 (100 mL), cooled to 0 C. via an ice/water bath, maintaining the internal reaction temperature below 40 C. Concentrated HNO3 (10 mL) was carefully added, dropwise, to the reaction mixture maintaining the internal reaction temperature below 55 C. The reaction was then heated to 55 C. and stirred for 5 hours. The mixture was cooled to 0 C. and carefully made basic (pH-8) with aqueous NaOH solution (110 g NaOH in 150 mL H2O) until a white precipitate formed, carefully ensuring the internal temperature of the solution remain below 40 C. The white solid was collected by filtration and washed with ethyl acetate/hexanes (1/3) then dried en vacuo to afford 4-nitro-1H-pyrazole (7 g, 42%, isolated yield). 13C NMR (DMSO-d6, 100 MHz) delta 137.0, 126.4. To 4-nitro-1H-pyrazole (9 g, 80 mmol) in DMF (100 mL) was added cesium carbonate (26 g, 80 mmol) followed by the addition of 4-(chloromethyl)-3,5-dimethylisoxazole (12.3 g, 85 mmol). The reaction mixture was stirred in DMF (100 mL) at 80 C. for 30 minutes, then cooled, diluted with H2O (150 mL) and extracted with ethyl acetate (3*, 75 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated. The residue was taken up in ethyl acetate (200 mL) and washed with H2O (2*, 100 mL). The organic layer was dried over sodium sulfate, filtered and concentrated. The solid product was triturated with ethyl acetate/hexanes (1/9) and collected by filtration. The product was dried under high vacuum to afford 3,5-dimethyl-4-((4-nitro-1H-pyrazol-1-yl)methyl)isoxazole (12 g, 67%) as a light yellow solid. 1H NMR (CDCl3, 400 MHz): delta 2.23 (s, 3H), 2.46 (s, 3H), 5.08 (s, 2H), 8.02 (s, 1H), 8.08 (s, 1H).

19788-37-5, The synthetic route of 19788-37-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SENOMYX, INC.; PATRON, Andrew; TACHDJIAN, Catherine; SERVANT, Guy; DITSCHUN, Tanya; (257 pag.)US2016/376263; (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.19788-37-5,4-(Chloromethyl)-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

To a stirred solution of 2-(4-hydroxyphenyl)-N-(phenyl(o-tolyl)methyl)acetamide (400 mg, 1.21 mmol) in 10 mL of DMF was added 4-(chloromethyl)-3,5-dimethylisoxazole (176 mg, 1.21 mmol), K2CO3 (334 mg, 2.42 mmol), and tetrabutylammonium iodide successively. The reaction mixture was stirred at rt overnight. Water (20 mL) was added and the reaction was extracted with ethyl acetate (30 mL><3). The combined organics were washed with brine and dried over a2S04. After removal of the organic solvent, the crude product was purified by silica gel column chromotography (petroleum ether/EtOAc = 3/1) to give 262 mg product (49%). The product was repurified by preparatory HPLC using 10- 100% water/acetonitrile with 0.1 % TFA to obtain the title compound (156 mg, 29%). LCMS-Pl : 441 [M+H]+; Rt: 1.696 min. XH NMR (500 MHz, CDCI3) delta ppm 7.29-6.91 (m, 1 1 i s. 6.40 (d, ./ 10.0 Hz, i . Pi. 5.96 i d. ./ 10.0 Hz, 1H), 4.78 (s, 2H), 3.59 (s, 2H), 2.40 (s, 3H), 2.29 (s, 3H), 2.24 (s, 3H)., 19788-37-5

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19635; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

19788-37-5, 4-(Chloromethyl)-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4-chloromethyl-3,5-dimethylisoxazole (100 mg, 0.69 mmol) in CH2Cl2 (4 mL) was treated with tert-butyl-1-piperazine carboxylate (2.5 eq, 1.71 mmol, 320 mg) and iPr2NEt (3.0 eq, 2.06 mmol, 0.36 mL) and stirred at 35 C. for 8 h. Concentration in vacuo and preparative tlc purification (EtOAc) gave the desired product (111 mg, 55%) as a colourless solid; deltaH (500 MHz, DMSO-d6) 1.39 (s, 9H, C(CH3)3), 2.17 (s, 3H, CH3), 2.28 (t, J=4.5 Hz, 4H, piperazine N(CH2)2), 2.31 (s, 3H, CH3), 3.23 (s, 2H, NCH2), 3.30 (hidden by DMSO peak, 4H, piperazine N(CH2)2);LC (Method B)-MS (ESI, m/z): Rt=2.80 min-296 [(M+H)+]. ESI-HRMS: Found: 296.1968, calculated for C15H25N3O3 (M+H)+: 296.1974., 19788-37-5

As the paragraph descriping shows that 19788-37-5 is playing an increasingly important role.

Reference£º
Patent; THE INSTITUTE OF CANCER RESEARCH; US2009/247507; (2009); 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.19788-37-5,4-(Chloromethyl)-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

Example 1293-{[(3,5-Dimethyl-4-isoxazolyl)methyl][(fra?s-4-methylcyclohexyl)carbonyl]amino}-1-(4- pyrazolo[1 ,5-a]pyrimidin-2-ylphenyl)-1 H-pyrazole-4-carboxylic acidTo a stirred suspension of Intermediate 119 (100 mg) in anhydrous DMF (4 mL), was added sodium hydride (60% dispersion in mineral oil) (17 mg). The reaction mixture was stirred at room temperature, under nitrogen for 15 minutes, and then 4-(chloromethyl)-3,5- dimethylisoxazole (154 mg) was added. The reaction mixture was then stirred at 500C1 under nitrogen for 24 h. Water (0.5 mL) was then added to the reaction mixture, and the solvent was removed by evaporation. The residue was then suspended in THF (1 mL) and ethanol (1 mL), and 2M lithium hydroxide solution (2 mL) was added. The reaction was stirred at room temperature for 20 h, before being neutralised with 2M HCI (2 mL) and partitioned between water and dichloromethane. The layers were stirred for 30 minutes, and then separated using a hydrophobic frit. The organic phase was concentrated by evaporation to give a residue which was then purified by ISCO Companion C18 chromatography eluting with a gradient of acetonitrile (containing 0.05% formic acid) in water (containing 0.1% formic acid) to give the title compound. MS calcd for (C3oH3iN7theta4+H)+: 554 MS found (electrospray): (M+H)+= 554, 19788-37-5

As the paragraph descriping shows that 19788-37-5 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/39146; (2007); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

19788-37-5, 4-(Chloromethyl)-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Chloromethyl-3,5-dimethyl-isoxazole (1.5 eq. ) was directly added to a solution of 7- furan-2-yl-2-piperazin-1-yl-pyrazolo[1,5-a][1,3,5]triazin-4-ylamine (0.14 mmol) and Et3N (0.3 mmol) in 3 mL of CH3CN. The resulting reaction mixture was stirred at room temp for 18 hours. It was then concentrated and purified by preparative HPLC using a mixture of aqueous CH3CN that has been buffered with 0.1% TFA. 1H NMR (DMSO-d6) delta 7.60 (d, J = 1.0 Hz, 1 H), 7.28 (br s, 2 H), 7.22 (d, J = 3.6 Hz, 1 H), 6.68 (dd, J = 3.6 Hz, 1.0 Hz, 1 H), 6.2 (s, 1 H) 3.8 (br s, 2 H), 2.2-3.2 (m, 8H), 1.6 (br s, 6H). MS: m/z: 395 [M + H] +., 19788-37-5

The synthetic route of 19788-37-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BIOGEN IDEC MA INC.; WO2004/92170; (2004); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

19788-37-5, 4-(Chloromethyl)-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of the product of step 4 (0.15g, 0.255 mmol) in CH2Cl2 (4 mL), Huenig’s base (0.12 g, 0.9 mmol) and 4-chloromethyl-3,5-dimethyl-isoxazole (37 mg, 0.255 mmol) was stirred at RT for 3 days under N2. After completion, the reaction was diluted with CH2Cl2 (40 mL), washed with brine (30 mL, 3x), dried (Na2SO4), filtered and evaporated to give the product as a brown oil. Product was purified by flash silica gel chromatography, eluting with 5 % [(1:9)NH4OH-CH3OH] /95 % CH2Cl2 to give a yellow solid (1.4 g), m.p. 78-80 C; FABMS 35Cl[M+1] 624.2; HRMS 35Cl[M+1]+:cal’d for C33H40N5O3Cl3:624.2508; Found : 624.2506., 19788-37-5

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; SCHERING CORPORATION; EP937069; (2006); B1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

19788-37-5, 4-(Chloromethyl)-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Chloromethyl-3,5-dimethyl-isoxazole (1.5 eq. ) was directly added to a solution of 2-furan-2-yl-5-piperazin-1-yl-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-ylamine (0.14 mmol; see Example 1 (a) above) and Et3N (0.3 mmol) in 3 mL of CH3CN. The resulting reaction mixture was stirred at room temp for 18 hours. It was then concentrated and purified by preparative HPLC using a mixture of aqueous CH3CN that has been buffered with 0.1 % TFA. 1H NMR (DMSO-d6) delta 7.60 (d, J = 1.0 Hz, 1 H), 7.28 (br s, 2 H), 7.22 (d, J = 3.6 Hz, 1 H), 6.68 (dd, J = 3.6 Hz, 1.0 Hz, 1 H), 3.8 (br s, 2 H), 2.2-3.2 (m, 8H), 1.6 (br s, 6H). MS: m/z: 396 [M + H] +., 19788-37-5

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; BIOGEN IDEC MA INC.; WO2004/92170; (2004); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19788-37-5,4-(Chloromethyl)-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

4-Chloromethyl-3,5-dimethyl-isoxazole (500 muL, 3.40 mmol) was added to a mixture of phthalimide (500 mg, 3.40 mmol) and K2CO3 (500 mg, 3.62 mmol) in DMF (5mL) and stirred at ambient temperature overnight. The reaction was then heated to 70 C for 5 hours and subsequently cooled and partitioned between ethyl acetate and water. The organic layer was washed several times with water and concentrated to give 1.0 g of the sub-title compound as a white solid. MS: ESI (positive): 257 (M+H)., 19788-37-5

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; ATHERSYS, INC.; WO2006/34419; (2006); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem