Category: 19788-37-5

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 solution of 2-(2,4-dimeihyiphenyl)-A’-(4-hydroxybenzyl)-2-phenylaceiamide (0.06 g,0.17 mmol) in acetonitrile (3 mL) was added cesium carbonate (0. 7 g, 0.52 mmol) and 4- (chloromethy])-3,5-dimethyfisoxazofe (0,03 g, 0.21 mmol). The resulting mixture was heated at 70 C and stirred for 2 h in a sealed-tube. After completion of the reaction, water ( 10 mL) was added, and ihe mixture was extracted with ethyl acetate (2 x 15 mL). The combined organic layers were dried over a2S04 and evaporated under vacuum to obtain crade product which was purified by preparatory TLC on silica gel to provide the title compound (50, 1 mg, 63.57%) ]H NMR (400 MHz, DMSO-d6) delta ppm 8.61-8.64 (s, 1 H), 7.26-7.30 (t, 2 H), 7.14-7.23 (m, 5 H), 5.08 is, 1 H), 4.88 (s, 2 H), 4.21-4.24 (t, 2 H), 2.38 (s, 3 H), 2.15-2.22 (i, 9 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; 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

To a solution of methyl 2-(4-hydroxyphenyl)acetate (3.0 g, 18.0 mmol) indimethylforrn amide (35 mL) was added potassium carbonate (3.7 g, 27.1 mmol), and the reaction mixture was stirred at rt for 30 min.4-(chloromethyl)-3, 5-dimethylisoxazole(2.62 g, 21.6 mmol) was then added and the resulting mixture was stirred at 80 C for 6 h. After completion of the reaction, water (30 mL) was added and the reaction mixture was extracted with ethyl acetate (2 x 50 mL). The organic layer was dried over Na2S04 and concentrated to obtain a crude product which was purified by silica gel column chromatography using (30% EtOAc/hexanes) to provide the title compound (3.3 g, 67%). U NMR (400 MHz, DMSO-d6) delta ppm 7.17-7.20 (d, 2 i n. 6.94-6.96 (d, 2 H), 4.88 (s, 2 H), 3.60 (USD, 3 H), 3.41 (s, 2 H), 2.39 (s, 3 H), 2.20 (s, 3 H). MS (ES1+) === 276.12 (M ¡¤ i l )., 19788-37-5

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

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

Example 1c 1-((3,5-Dimethylisoxazol-4-yl)methyl)-1H-pyrazole-4-carboxylate Ethyl 1H-pyrazole-4-carboxylate (4.2 g, 30 mmol), 4-(chloromethyl)-3,5-dimethylisoxazole (5.1 g, 35 mmol), and cesium carbonate (9.8 g, 30 mmol), in DMF (50 mL), were stirred at 80 C. for 12 hours. The reaction was cooled to ambient temperature, diluted with 0.1 N HCl (150 mL) and extracted with ethyl acetate (3*, 75 mL). The combined organic extracts were dried over sodium sulfate and concentrated on the rotovap. The solid product was triturated with ethyl acetate/hexanes (1/9) and collected by filtration to afford ethyl 1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazole-4-carboxylate (6 g, 80%) as a white solid. 1H NMR (CDCl3, 400 MHz): delta1.34 (t, J=7.2 Hz, 3H), 2.19 (s, 3H), 2.43 (s, 3H), 4.29 (q, J=7.2 Hz, 2H), 5.06 (s, 2H), 7.77 (s, 1H), 7.91 (s, 1H)., 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; SENOMYX, INC.; PATRON, Andrew; TACHDJIAN, Catherine; SERVANT, Guy; DITSCHUN, Tanya; (257 pag.)US2016/376263; (2016); 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-dimethylisoxazole (300 mg, 2.07 mmol) was dissolved in dimethyl sulfoxide (3 mL) and sodium cyanide (121 mg, 2.48 mmol) was added at 25C. The reaction was warmed to 60C and reacted for 3 hours. The reaction was cooled to 25C, followed by adding water (10 mL). The reaction was extracted with ethyl acetate (10 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2-(3,5-dimethylisoxazol-4-yl)acetonitrile (200 mg, as a yellow oil) with a yield of 71%. 1H NMR: (400 MHz, Methanol-d4) delta 3.67(s, 2H), 2.30(s, 3H), 2.28(s, 3H)., 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; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Lingyun; CHEN, Xiaoxin; ZHANG, Peng; LIU, Xing; ZHANG, Li; LIU, Zhuowei; CHEN, Shuhui; LONG, Chaofeng; (160 pag.)EP3299371; (2018); 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 4-Hydroxy-2,6-dimethyl-benzoic acid methyl ester (12) (100 mg, 0.556 mmol) in DMF (2 mL), K2C03 (153 mg, 1.111 mmol) and 4-Chloromethyl-3,5- dimethyl-isoxazole (4) (0.07 mL, 0.556 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 13 130 mg, 80%) as off white solid.

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; 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

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.

The allyl alcohol (20 mg, 0.035 mmol, Example 952) was dissolved in THF (1.00 rnL) and cooled to 0 C. Sodium hydride (60% dispersion; 840 rng, 0.350 rnmoi) was added and the mixture was stirred for 30 minutes. 4-(chloromethvi)-3.5-dimethviisoxazole (0022 mL. 0.175 rnrnoi) was then addedand the resulting mixture was stirred for 4,5 hours, Three more aliquol of reagents were added and the slurry was stirred at room temperature for 4.5 days. Thereaction was quenched with water and acidified with IN HC1 to pH5. The mixture was extracted with ethyl acetate (2 x 30 mL). The combined organiclayers were washed with brine (1 x 20 mL) and dried over magnesium sulfate.The crude material was purified by reverse-phase preparative HPLC using aPhenomenex Luna column. 10 micron. C8(2), 100 A. 150x 30mm. 0.1% TFA inCH3CN/H20, gradient 50% to 80% over 25 mm to provide (IS,3R,6],7R,8E)- 15Wspiro [naphthaIene 1,22-[2Oioxa[ 131 thia[ 1, i4ldiazatetracycio[1 47.203?6.0?924ipentacosa[8, 16,1 8,24itetrae nj-IS-one 13,13-dioxide (10mg, 0.015 mmol, 42 /yleId). ?HNMR (400MHz. CDCIs) oe 816 (s, 1 H), 7.71 (d, J=8.4 Hz, 1 H), 7.30 (s, I H), 7.18 (dd. 3=8.4, 2.3 Flz. I H), 7.09 (d. J::::2.3 Hz. I H), 695 (s, 2 Fl), 572 (dt, j:::16,O Hz, 4.7 Hz, I H),5-46 (dd, J=158, 8.4 Hz, I H), 4.65 (d, J=12. 1 Hz, 1 H), 4,13-426 (m, 1 H). 4.11 (s, 2 H), 4.03 (d, J:::12 1 Hz, I H). 396 (d, j:::14.7 Hz, 1 H), 3.59-3.71 (m, 2 H),3.19-3.30 (m, I H), 3.16 (d, J=14.3 Hz, 1 H), 2.86-2.98 (rn, 1 H), 2.66-2.84 (rn,H), 2.42-2.58 (in, 2 H), 2.40 (s, 3 H), 2.32 (s, 3 H), 2.08-2.22 (in, 3 H), 1.85-2.07(iii. 4 H), 1.75-185 (iii. 1 H), 1.65-1.74 (iii. 1 H), 1.50-1.64 (in. 1 H), 1.38-147(m. 2 H). rn/z (ESI, +ve ion) 680.3 (M+H)t, 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; AMGEN INC.; BROWN, Sean P.; BEDKE, David Karl; DEGRAFFENREID, Michael R.; FU, Jiasheng; LI, Zhihong; GONZALEZ LOPEZ DE TURISO, Felix; GONZALEZ BUENROSTRO, Ana; GRIBBLE, Jr., Michael W.; JOHNSON, Michael G.; KOHN, Todd J.; LI, Kexue; LI, Yunxiao; LIZARZABURU, Mike Elias; REW, Yosup; TAYGERLY, Joshua; WANG, Yingcai; YAN, Xuelei; YU, Ming; ZHU, Jiang; ZANCANELLA, Manuel; JIAO, Xian Yun; ZHU, Liusheng; WANG, Xianghong; MEDINA, Julio C.; DUQUETTE, Jason A.; HOUZE, Jonathan B.; VIMOLRATANA, Marc; CARDOZO, Mario G.; CHENG, Alan C.; (2426 pag.)WO2017/147410; (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.19788-37-5,4-(Chloromethyl)-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

General procedure: The corresponding alkyl halide reagent (1mmol) was added to a mixture of selenourea (1.1mmol) (compounds 1a-j) or thiourea (compounds 2a-j) in absolute ethanol (20mL). The mixture was stirred at reflux, room temperature or 0C for 0.5-6h. The product was isolated by filtration or by rotatory evaporation of the solvent under vacuum and purified by recrystallization or washing. 4.1.11 (3,5-Dimethylisoxazol-4-yl)methyl carbamimidoselenoate hydrochloride (1i); Conditions: 2.5 h at reflux. After this time, the mixture was filtered and the solvent was removed under vacuum by rotatory evaporation. The brown powder was washed with acetone (25mL). Yield: 76%; mp: 168-170C. 1H NMR (400MHz, DMSO-d6): delta 2.23 (s, 3H, C3-CH3), 2.40 (s, 3H, C5-CH3), 4.41 (s, 2H, -CH2-), 9.50ppm (bs, 4H, NH2+NH+HCl). 13C NMR (100MHz, DMSO-d6): delta 10.7 ((C5)-CH3), 11.8 ((C3)-CH3), 19.5 (-CH2-), 110.6 (C4), 160.1 (C5), 166.5 (C3), 167.7ppm (Se-C-(NH)(NH2)). IR (KBr): nu 3220-3100 (s; N-H, N-H2), 1655cm-1(s, C=N). MS (m/z (% abundance)): 228(13), 213(22), 190(24), 156(43), 110(98), 68(100), 43(100). Elemental analysis calculated (%) for C7H11N3OSe HCl: C: 31.30, H: 4.50, N: 15.64; found: C: 30.94, H: 4.59, N: 15.53.

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

Reference£º
Article; Alcolea, Veronica; Plano, Daniel; Karelia, Deepkamal N.; Palop, Juan Antonio; Amin, Shantu; Sanmartin, Carmen; Sharma, Arun K.; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 134 – 144;,
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 solution of the product of Example 1B (120 mg, 0.40 mmol) in tetrahydrofuran (3 mL) at 0 C. was added NaH (95 weight %, 31 mg, 1.22 mmol). The mixture was allowed to warm to ambient temperature and 4-(chloromethyl)-3,5-dimethylisoxazole (88 mg, 0.61 mmol) was added. The resulting mixture was stirred at ambient temperature for 18 hours. The reaction was quenched with water (0.5 mL) and concentrated in vacuo. The residue was dissolved in a solvent mixture of dimethyl sulfoxide (3 mL), methanol (2 mL) and water (0.5 mL), filtered through a glass microfiber frit and purified by preparative HPLC [Waters XBridge C18 5 mum column, 50*100 mm, flow rate 90 mL/minute, 5-95% gradient of acetonitrile in buffer (0.025 M aqueous ammonium bicarbonate, adjusted to pH 10 with ammonium hydroxide)] to give the titled compound (155 mg, 0.38 mmol, 94% yield). 1H NMR (400 MHz, methanol-d4) delta ppm 8.38 (s, 1H), 7.61 (td, J=7.7, 1.6 Hz, 1H), 7.58-7.51 (m, 1H), 7.49-7.34 (m, 3H), 7.13 (dd, J=8.5, 2.9 Hz, 1H), 7.10 (d, J=7.5 Hz, 1H), 4.36 (s, 2H), 4.12-3.94 (m, 2H), 3.58-3.43 (m, 2H), 2.46 (s, 3H), 2.31 (s, 3H); MS (ESI+) m/z 406 [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; AbbVie Inc.; Daanen, Jerome F.; DeGoey, David A.; Frost, Jennifer M.; Koenig, John R.; Latshaw, Steve; Matulenko, Mark; Scanio, Marc; Shi, Lei; Bunnelle, William H.; (128 pag.)US2016/75692; (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.

5-ethyl-6-methyl-4-phenylthieno[2,3-d] pyrimidin-2(1H)-one (2a,2 g, 7.4 mmol) and 4-(chloromethyl)-3,5-dimethylisoxazole (0.94 mL,8.9 mmol) were put into 100 mL round bottom flask, then 50 mL dimethylsulfoxide as solvent and 0.1 g potassium carbonate used ascatalyst for the reaction were added. The reaction mixture was heatedat 110 C for 1.5 h. The reaction mixture was then diluted with 100 mLdichloromethane and washed with brine (50 mL¡Á3). The organicsolvent was removed under vacuum. The residue dissolved in ethylacetate and purified with silica gel column chromatography (producteluted at 100% [v/v] ethyl acetate/petroleum ether) to afford 1-((3,5-dimethylisoxazol-4-yl)methyl)-5-ethyl-6-methyl-4-phenylthieno[2,3-d]pyrimidin-2(1H)-one (3a) as a yellow crystal.

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
Article; Ma, Junlong; Chen, Heng; Yang, Jie; Yu, Zutao; Huang, Pan; Yang, Haofeng; Zheng, Bifeng; Liu, Rangru; Li, Qianbin; Hu, Gaoyun; Chen, Zhuo; Bioorganic and Medicinal Chemistry; vol. 27; 9; (2019); p. 1871 – 1881;,
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 10-39a 2-((3,5-dimethylisoxazol-4-yl)methyl)-2H-tetrazol-5-amine 2H-tetrazol-5-amine (1.29 g, 12.5 mmol), 4-(chloromethyl)-3,5-dimethylisoxazole (1.56 mL, 12.5 mmol) and potassium carbonate (1.73 g, 15.5 mmol) in DMF (20 mL) were heated to 80 C. with stirring for 16 hours. The reaction was cooled to room temperature, diluted with dichloromethane (100 mL) and washed consecutively with brine and water. The organics were dried over sodium sulfate and concentrated with rotary evaporation. The crude product was purified by silica gel chromatography (0-10% gradient ethyl acetate/dichloromethane) affording 2-((3,5-dimethylisoxazol-4-yl)methyl)-2H-tetrazol-5-amine as a white crystalline solid (970 mg, 40% yield) MS M+H calculated 195.1, found 195., 19788-37-5

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

Reference£º
Patent; Senomyx, Inc.; US2009/274632; (2009); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem