Month: October 2020

3356-94-3, Ethyl 5-chloro-3-methylisoxazole-4-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0863] to a mixture of compound 139b (400 mg, 2.1 mmol) and 2h-indazole (299 mg, 2.5 mmol) in DMF(3 ml) was added K2CO3 (1.2 g, 8.4 mmol) in one portion. The mixture was stirred at 80 C for 12 hours. Then H2O (9ml) was added into the mixture, and the aqueous phase was extracted with EtOAc (15 ml x 3), and the combined organic layer was concentrated to give a residue. The residue was purified by column chromatography (SiO2, petroleum ether: ethyl acetate = 300: 1 to 40: 1) to give compound 139c (340 mg, yield: 59.4%) as a pale yellow solid. 1H NMR (400mhz, CDCl3) s 8.33 (s, 1h), 7.82 (d, = 7.9 hz, 1h), 7.68 (d, = 8.8 hz, 1h), 7.57 – 7.51 (m, 1h), 7.35 (t, j = 7.7 hz, 1h), 4.24 (q, j = 7.0 hz, 2h), 2.56 (s, 3h), 1.13 (t, = 7.2 hz, 3h).

3356-94-3, As the paragraph descriping shows that 3356-94-3 is playing an increasingly important role.

Reference£º
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

35166-33-7, 3-Hydroxymethyl-5-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(c) 3-Chloromethyl-5-methylisoxazole A solution of 3-hydroxymethyl-5-methyl isoxazole (6.50 g, 57.5 mmol) and triphenylphosphine (15.1 g, 57.5 mmol) in carbon tetrachloride (120 ml) were heated at reflux in 18 h. Solvent was removed from the cooled mixture under reduced pressure then the residue taken up in ether and filtered. The filtrate was concentrated under reduced pressure then flash chromatographed through silica using 1:1 ether: 40-60 C. petroleum ether fraction as eluant to give 3-chloromethyl-5-methylisoxazole (5.43 g, 41.3 mmol, 72%); numax (film) 3130, 2960, 2920, 1610, 1475, 1400, 1270, 1250, 1160, 1130, 1010, 920, 890, 800, 750 cm-1; deltaH (CDCl3) 2.40 (3H, s, CH3 -5), 4.55 (2H, s, CH2 –Cl), 6.10 (1H, s, CH-4).

35166-33-7, 35166-33-7 3-Hydroxymethyl-5-methylisoxazole 2736567, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Beecham Group p.l.c.; US4812470; (1989); A;,
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

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Production Example 208 (0851) Ethyl 5-hydroxymethylisoxazole-3-carboxylate (1.71 g, 10.0 mmol) was dissolved in tetrahydrofuran (50 mL), and 3,5-difluorobenzyl bromide (2.48 g, 12.0 mmol) and 18-crown-6 (0.26 g, 1.0 mmol) were added thereto. Sodium hydride (60% oil-based) (0.80 g, 20.0 mmol) was slowly added thereto at room temperature, and the mixture was stirred at room temperature overnight. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was dissolved in ethanol (20 mL), and an aqueous solution obtained by dissolving potassium hydroxide (2.81 g, 50 mmol) in water (10 mL) was added thereto at room temperature, and then the mixture was stirred at 80C for 3 hours. Water was added to the reaction mixture, and the mixture was concentrated under reduced pressure. Tert-butyl methyl ether was added to the concentrate, and the aqueous layer was fractionated. Dilute hydrochloric acid was added to the resulting aqueous layer, and the mixture was extracted three times with ethyl acetate. The organic layer was washed with saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure to obtain 1.38 g of 5-(3,5-difluorobenzyloxymethyl)isoxazole-3-carboxylic acid represented by the following formula. The product was subjected to a next reaction without purification., 123770-62-7

As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); 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.1228689-61-9,Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate,as a common compound, the synthetic route is as follows.

[00501] Step 4: 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid: Lithium hydroxide (2g, 47.7mmol) was added to a solution of 5-(4-bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid methyl ester (7g, 23.6mmol) in MeOH (50mL) and H20 (lOmL), and the reaction was stirred at 60C for 1 hour. Acidic work-up the title compound., 1228689-61-9

The synthetic route of 1228689-61-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; BRISTOL-MYERS SQUIBB COMPANY; BRITTAIN, Jason, Edward; SEIDERS, Thomas, Jon; HUTCHINSON, John, Howard; KING, Christopher, David; ROSSO, Victor, W.; WO2012/78805; (2012); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

10557-85-4, 3,5-Dimethyl-4-iodoisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

) 3,5-Dimethyl-4-iodoisoxazole 64 (5.00 g, 22.4 mmol, 1.0 eq.), triethylamine (9.07 g, 89.7 mmol, 12.5 ml_, 4.0 eq.) and copper iodide (213 mg, 1.12 mmol, 0.05 eq.) were solubilized / suspended in dry dimethylformamide (50 ml_) and degassed with argon bubbling. After trimethylsilyl acetylene 44 (2.62 g, 26.9 mmol, 3.7 ml_, 1.2 eq.) dropwise addition, trans- dichlorobis(triphenylphosphine)palladium (II) (787 mg, 1.12 mmol, 0.05 eq.) was added portionwise and reaction vessel was sealed. Reaction mixture was stirred at 75C for 4h. After cooling down at room temperature, reaction mixture was diluted in 200 ml_ of diethylether and washed with a saturated solution of sodium chloride (2×100 ml_), dried over magnesium sulfate and solvents were evaporated under vacuum. The residue was purified by flash chromatography [Biotage ; column AIT 120g; eluant: Cyclohexane/ EtOAc; gradient: 100/0 -> 90/10 (12CV)] affording compound 65 (3.2 g, 74% yield) as a dark brown oil., 10557-85-4

10557-85-4 3,5-Dimethyl-4-iodoisoxazole 613883, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; UNIVERSITE DE STRASBOURG; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; CENTRE HOSPITALIER REGIONAL UNIVERSITAIRE DE BESANCON; UNIVERSITE DE FRANCHE-COMTE; MISLIN, Gaetan; SCHALK, Isabelle; PLESIAT, Patrick; PAULEN, Aurelie; (142 pag.)WO2019/243273; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 6: Ethyl 5-(4-(2-chloro-4-((5-cvclopropyl-3-(2,6-dichlorophenvnisoxazol-4- yl)methoxy)phenyl)-4-hvdroxypiperidin-1 -yl)-1 -isopropyl-1 /-/-pyrazole-3-carboxylate (39f) To a suspension of intermediate 39e (230 mg, 0.56 mol), (5-cyclopropyl-3-(2,6- dichlorophenyl)isoxazol-4-yi)methanol (158 mg, 0.56 mol) and PPh3 (239 mg, 1.1 mmol) in toluene (10 ml) was added DIAD (226 mg, 1.1 mmol) dropwise at 0C. The resulting mixture was stirred at rt for 4 h. The reaction mixture was diluted with H20, extracted with EtOAc (20 mL x 3) and the organic layers were concentrated to dryness. The residue was and purified by preparative TLC (EtOAc/PE=1/1 ) to give the title compound (220 mg)., 946426-89-7

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GILEAD SCIENCES, INC.; KINZEL, Olaf; KREMOSER, Claus; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KROPF, Jeffrey, E.; SCHMITT, Aaron; WATKINS, William, J.; XU, Jianjun; GEGE, Christian; (92 pag.)WO2016/96116; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

62348-13-4,62348-13-4, Isoxazole-5-carbonyl chloride is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 124 5-(isoxazol-5-oyl)amino-3-(1-methylpiperidin-4-yl)-1H-indole Beginning with 13 mg (0.056 mMol) 5-amino-3-(1-methylpiperidin-4-yl)-1H-indole and 8.21 mg (0.062 mMol) isoxazole-5-carbonyl chloride, 10.4 mg (57%) of the title compound were recovered. MS(m/e): 325(M+)

The synthetic route of 62348-13-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ELI LILLY AND COMPANY; EP832650; (1998); A2;; ; Patent; ELI LILLY AND COMPANY; EP824917; (1998); A2;; ; Patent; Eli Lilly and Company; US5708008; (1998); A;,
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