Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (0.270 g) was dissolved in absolute ethanol (4.5 ml). Methylamine (2M in THF, 3.16 ml) was added. The vial was sealed and stirred at 70C overnight. The reaction mixture was cooled to room temperature and the solvent was evaporated in vacuo. The crude product was purified via flash column chromatography (1-4% methanol in dichloromethane) affording the product as a white solid, 123770-62-7

123770-62-7 Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate 8027233, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Dr. August Wolff GmbH & Co. KG Arzneimittel; Soeberdt, Michael; Knie, Ulrich; Abels, Christoph; EP2666766; (2013); 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.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 1. Compound of formula B, wherein R = (compound 31).To a solution of compound A (25.0 mg, 0.039 mmol), S-methylisoxazole-S-carboxylic acid (5.4 mg, 0.043 mmol) and HATU (16.2 mg, 0.043 mmol) in DMF (0.5 mL) was added diisopropylethylamine (15.0 mg, 0.116 mmol). The reaction mixture was stirred at 25 0C for 16 h and then evaporated under a positive flow of nitrogen. The residue was purified by reverse phase chromatography to give the desired product (20.8 mg, 71percent yield). MS (ESI): m/z = 755.1 [M+H]., 3405-77-4

3405-77-4 5-Methylisoxazole-3-carboxylic acid 76947, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; ENANTA PHARMACEUTICALS, INC.; WO2009/73713; (2009); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

3356-89-6, 5-Chloro-3-phenylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of 5-chloro-3-phenylisoxazole (2) (5 mmol), thiol (10 mmol) and K2CO3 (15 mmol) in DMF (25 mL) was stirred for 36 h at r.t. The reaction mixture was diluted with H2O (40 mL) and extracted with CH2Cl2 (3 ¡Á 20 mL). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography on silica gel using hexane-EtOAc as the eluent to give the desired compound. 3-Phenyl-5-[(2,2,2-trifluoroethyl)sulfanyl]isoxazole (6a) Yield: 1.28 g (99%); colorless oil. 1H NMR (400 MHz, CDCl3): delta = 7.85-7.75 (m, 2 H), 7.54-7.44 (m, 3 H), 6.69 (s, 1 H), 3.66 (q, J = 9.3 Hz, 2 H). 13 NMR (100 MHz, CDCl3): delta = 163.5, 162.3, 130.4, 129.0, 128.3, 126.8, 124.5 (q, J = 277 Hz), 105.0, 35.3 (q, J = 34.4 Hz). HRMS (ESI): m/z [M + H]+ calcd for C11H9F3NOS: 260.0351; found: 260.0355., 3356-89-6

The synthetic route of 3356-89-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Rostovskii, Nikolai V.; Agafonova, Anastasiya V.; Smetanin, Ilia A.; Novikov, Mikhail S.; Khlebnikov, Alexander F.; Ruvinskaya, Julia O.; Starova, Galina L.; Synthesis; vol. 49; 19; (2017); p. 4478 – 4488;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

31329-64-3, 3,5-Dimethylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 4-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (3,5-dimethylisoxazole-4-yl)-amide Oxalyl chloride (0.2 ml) was added to a suspension of 4-difluoromethoxy-2-(piperidin-1-yl)-benzooxazole-7-carboxylic acid (0.3 g) in dichloromethane (20 ml) at room temperature under an atmosphere of nitrogen. Three drops of N,N-dimethylformamide were added, and the mixture stirred for 18 hours. The solvent was removed in vacuo and the residue dissolved in dichloromethane (20 ml). The resulting solution was added to a mixture of 3,5-dimethylisoxazol-4-ylamine (0.16 g) and triethylamine (0.2 ml) in dichloromethane (20 ml) at room temperature under an atmosphere of nitrogen. The mixture was stirred for 2 hours, then washed with aqueous sodium bicarbonate (2*20 ml) and water (20 ml). The organics were dried over magnesium sulphate, filtered and the solvent removed in vacuo. Purification by column chromatography on silica eluding with 50% ethyl acetate in heptane afforded the title compound as a white solid (0.29 g). TLC Rf 0.65 (ethyl acetate). Mass spectrum m/z 350 (M-1), 31329-64-3

As the paragraph descriping shows that 31329-64-3 is playing an increasingly important role.

Reference£º
Patent; Darwin Discovery, Ltd.; US6403791; (2002); B1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of isoxazole-5-carboxylic acid (1.0 g, 8.8 mmol,) in THF (10 mL) was added borane-THF complex (26.4 mL,26.4 mmol) at 0 C. The reaction was stirred at room temperature until the substrate was consumed. The reaction was quenched with ethanol (5 mL) at 0 C. The reaction mixture was partitioned between ethyl acetate and water. The combined organic phase was dried over sodium sulfate, filtered and concentrated to give a crude product which was purified by column chromatography eluting with petroleum ether/ ethyl acetate (2: 1 to give isoxazol-5-ylmethanol (670 mg, 77.0% yield) as a light yellow oil. LCMS retention time 0.329 min; LCMS MH+ 100.

21169-71-1, 21169-71-1 Isoxazole-5-carboxylic acid 2060599, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; HYDRA BIOSCIENCES, INC.; CHENARD, Bertrand; GALLASCHUN, Randall; WO2014/143799; (2014); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

24068-54-0, 1-(5-Methylisoxazol-3-yl)ethanone is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2-Synthesis of 2-(5-methylisoxazol-3-yl)but-3-yn-2-ol To a stirred solution of ethynylmagnesium bromide (0.5 M in THF, 50 mL, 25 mmol) maintained under nitrogen below 0 C. was added a solution of 1-(5-methyl-1,2-oxazol-3-yl)ethan-1-one (2.5 g, 19.98 mmol) in tetrahydrofuran (20 mL) dropwise over 5 min. The resulting solution was warmed to room temperature and then stirred for a further 3 hr. The reaction was quenched by the addition of saturated ammonium chloride solution (100 mL) then extracted with ethyl acetate (2*100 mL). The combined organic layers was washed with brine (200 mL), dried with anhydrous sodium sulphate and concentrated in vacuo. The residue was purified on a silica gel column, elution with ethyl acetate/petroleum ether (0:1-1:4) afforded the title compound (2.3 g, 75%) as a colorless oil: 1H NMR (300 MHz, CDCl3) delta 6.12 (s, 1H), 3.47 (s, 1H), 2.63 (s, 1H), 2.42 (s, 3H), 1.86 (s, 3H).

24068-54-0, 24068-54-0 1-(5-Methylisoxazol-3-yl)ethanone 11147714, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Genentech, Inc.; US2012/214762; (2012); 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.21080-81-9,Ethyl 5-cyclopropylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Into a 10-L round-bottom flask was placed ethyl 5-cyclopropylisoxazole-3- carboxylate (280 g, 1.55 mol, 1.00 equiv) and a solution of sodium hydroxide (74.3 g, 1.20 equiv) in water (4 L). The resulting solution was stirred for 1 h at room temperature. The resulting mixture was washed with ether. The pH value of the aqueous solution was adjusted to 2-3 with hydrochloric acid (12N). The resulting solution was extracted with ethyl acetate and the organic layers combined and concentrated under vacuum. This resulted in 220 g (93%>) of 5-cyclopropylisoxazole-3-carboxylic acid as an off- white solid. LCMS (method A, ESI): RT = 1.99 min, m z = 153.9 [M+H]+. 1H-NMR (300 MHz CDCls): 8.42(brs, 1H), 6.37(s, 1H), 2.16-2.05(m, 1H), 1.29-1.12(m, 2H), 1.12-0.99(m, 2H) ppm., 21080-81-9

21080-81-9 Ethyl 5-cyclopropylisoxazole-3-carboxylate 55251041, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; EPIZYME, INC.; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MITCHELL, Lorna Helen; MUNCHHOF, Michael John; (124 pag.)WO2016/40502; (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.

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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88511-37-9,1-(Isoxazol-3-yl)ethanone,as a common compound, the synthetic route is as follows.,88511-37-9

A solution of l -(isoxazol-3-yl)ethanone (4.0 g, 36.3 mmol) in THF (200 mL) was cooled in dry ice/acetone. Lithium bis(trimethylsilyl)amide (1M in toluene, 33.8 mL, 33.8 mmol) was added over 10 min followed by 30 min of stirring at -65 to -70C. The ester pyrimidine obtained above (4.5 g, 24.2 mmol) in THF (20 mL) was dripped into the enoate solution over 5 min and stirring was continued overnight at room temperature. The solvents were removed in vacuo, then the residue was broken up under ether (100 mL) and filtered. The filter cake was washed with ether (20 mL) and air dried to leave 8.2 g crude diketo isoxazole which was carried on directly to the next reaction without further purification. LCMS (m/e) 266 (M+H).

88511-37-9 1-(Isoxazol-3-yl)ethanone 21349800, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; IRONWOOD PHARMACEUTICALS, INC.; BARDEN, Timothy Claude; SHEPPECK, James Edward; RENNIE, Glen Robert; RENHOWE, Paul Allan; PERL, Nicholas; NAKAI, Takashi; MERMERIAN, Ara; LEE, Thomas Wai-Ho; JUNG, Joon; JIA, James; IYER, Karthik; IYENGAR, Rajesh R.; IM, G-Yoon Jamie; (293 pag.)WO2016/44447; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

62348-13-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.

Example 90 N-{[1-ethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4- b]pyridin-5-yl]methyl}-5-isoxazolecarboxamideA solution of Intermediate 14 (20mg) in anhydrous acetonitrile (0.4ml) was treated with isoxazole-5-carbonyl chloride [e.g. available from Lancaster Synthesis Ltd.] (13mg) and DIPEA (0.016ml) and stirred at room temperature for 24 hours. The solution was blown to dryness and the residue was purified by mass directed autoprep HPLC to give Example 90 as a clear colourless gum (12mg). LCMS showed MH+ = 371; TREtau = 2.03min.

62348-13-4 Isoxazole-5-carbonyl chloride 2736707, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; GLAXO GROUP LIMITED; WO2007/36733; (2007); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem