Category: Isoxazoles

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228690-37-6,(R)-1-Phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate,as a common compound, the synthetic route is as follows.

A flask was charged with compound LI-7 (25 mg, 0.0786 mmol), compound LI-8 (31.5 mg, 0.0786 mmol), Na2C03 (13 mg, 0.12 mmol), DME (1 mL) and water (0.2 mL). It was degassed with nitrogen for three times, and then Pd(dppf)Cl2 (3 mg, 0.004 mmol, 0.05 eq) was added thereto. After degassed with nitrogen for additional three minutes, the mixture was heated to reflux for 3 hrs under nitrogen atmosphere. LCMS showed the reaction was completed and the acid product was detected. The reaction mixture was cooled down to room temperature, diluted with water (10 mL), acidified with aq. HC1 (IN) to pH = 4-5, extracted with EtOAc (20 mL x 3). The combined organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by prep-HPLC to afford Compound 80 (10.5 mg, yield: 43%). 1H NMR (CDC13, 300 MHz) delta 7.95-7.70 (m, 3H), 7.64-7.52 (m, 4H), 7.45-7.30 (m, 4H), 7.22-7.09 (m, 2H), 5.86 (brs, 2H), 5.34-5.27 (m, 2H), 5.09-5.02 (m, 2H), 2.22 (s, 3H), 1.62 & 1.42 (double s, 3H). MS (ESI) m/z (M+H)+ 499.4., 1228690-37-6

As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

Reference£º
Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (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.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

A solution of 2-{3-[(3-bromo-5-chlorophenyl)oxy]-4-chloro-2- fluorophenyl}acetohydrazide (400 mg, 0.98 mmol), 3,5-dimethyl-4- isoxazolecarboxylic acid (138 mg, 0.98 mmol), HATU (373 mg, 0.98 mmol) and DIPEA (0.34 mL, 1.96 mmol) in THF (5 mL) was heated at 45 C overnight. The reaction was cooled to rt, Burgess Reagent (933 mg, 3.92 mmol) was added and the reaction was stirred overnight. The reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (3 x 20 mL). The organic extracts were combined, dried over Na2SO4, filtered, concentrated and the crude material was purified by column chromatography (5% to 100% EtOAc/hexanes gradient) to afford the title compound (350 mg, 70%) as a white solid. 1H NMR (400 MHz, DMSO-c/6): delta ppm 7.55-7.48 (m, 3H), 7.15 (t, 1 H), 7.08 (t, 1 H), 4.46 (s, 2H), 2.62 (s, 3H), 2.38 (s, 3H).

2510-36-3, 2510-36-3 3,5-Dimethylisoxasole-4-carboxylic acid 75636, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); 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 99 (0741) Ethyl 5-hydroxymethylisoxazole-3-carboxylate (1.71 g, 10.0 mmol), 2,2,2-trifluoroethylmethanesulfonate (5.34 g, 30 mmol), N,N-dimethylformamide (30 ml) and 60% sodium hydride (0.48 g, 12.0 mmol) were mixed at 0C, under a nitrogen atmosphere. The mixture was heated to room temperature and stirred for 16 hours, then added to a saturated aqueous ammonium chloride solution, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with water and saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 1.02 g of ethyl 5-(2,2,2-trifluoroethoxymethyl)isoxazole-3-carboxylate represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 1.41 (3H, t), 3.91(2H, q), 4.43(2H, q), 4.80(2H, s), 6.73(1H, s), 123770-62-7

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

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

181696-35-5, 4-(5-Methyl-3-phenylisoxazol-4-yl)benzenesulfonic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The compound of the formula 2 obtained by the filtration in the previous step was added to 50 ml of ethyl acetate and stirred to dissolve;After dissolution, add 48 ml (705.9 mmol, 10e.q) of ammonia water.After reacting at room temperature for 30 min, the aqueous layer was separated, and the organic layer was concentrated and evaporated.Add 25 ml of absolute ethanol to reflux for 30 minutes, cool to room temperature (15 ~ 30 C), and let stand for 10-15 h.Filter and collect the filter cake. Vacuum drying at 55¡À5C, vacuum degree -0.070-0.082Mpa for 4-6h,That is, 16.0 g of valdecoxib (formula 3 compound) was obtained, and the molar yield was 72.6%, and the purity was 99.9% by HPLC., 181696-35-5

As the paragraph descriping shows that 181696-35-5 is playing an increasingly important role.

Reference£º
Patent; Kunyao Group Co., Ltd.; Xi Liang; Zhu Changcheng; Jin Yi; Ba Dewei; Wen Na; Hu Yanchao; (12 pag.)CN110256370; (2019); 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.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

3405-77-4, Step 1 : 5-methylisoxazole-3-carboxylic acid (20 mg, 0.15 mmol) and teri-butyl (5)-2- methylpiperazine-l-carboxylate (40.1 mg, 0.20 mmol, 1.33 equiv) were dissolved in N,N- dimethylformamide (10 mL) before HATU (190 mg, 0.5 mmol, 3.33 equiv), N,N- diisopropylethylamine (0.35 mL, 2.0 mmol, 13.3 equiv) and 4-dimethylaminopyridine (1 mg) were added. The mixture was stirred for 4 h at room temperature before adding brine and extracting with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give teri-butyl (5)-2-methyl-4-(5-methylisoxazole-3- carbonyl)piperazine-l-carboxylate.

As the paragraph descriping shows that 3405-77-4 is playing an increasingly important role.

Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; FOO, Klement Jihao; POULSEN, Anders; KELLER, Thomas Hugo; LIEW, Si Si; CHIA, Cheng San Brian; ANG, Jin Yan Melgious; HUANG, Chuhui; (367 pag.)WO2017/61957; (2017); 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,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.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To the appropriate acid derivative 7, (Jackson et al., 2012) 10 (0.021 mol) in 20 ml of THF, 3.6 g of N,N’-carbonyldiimidazol (CDI) was slowly added under stirring. After addition was complete, the solution was first magnetically stirred for 30 min at room temperature and then heated to 60 ¡ãC for 1 h. The reaction mixture was cooled to room temperature and treated with 2.3 g of MgCl2 and 4.5 g of ethyl potassium malonate. After stirring (r.t.) for 3 h 15 ml of water followed by 5 ml of HCl 6 N was added. The mixture was then concentrated under reduced pressure, and the obtained white solid was collected by filtration, washed with water, and dried. Spectroscopical and physical data of compound 11a are in accordance with those reported in the literature (Takagi et al., 2008)., 3405-77-4

As the paragraph descriping shows that 3405-77-4 is playing an increasingly important role.

Reference£º
Article; Cascioferro, Stella; Maggio, Benedetta; Raffa, Demetrio; Raimondi, Maria Valeria; Cusimano, Maria Grazia; Schillaci, Domenico; Manachini, Barbara; Leonchiks, Ainars; Daidone, Giuseppe; Medicinal Chemistry Research; vol. 25; 5; (2016); p. 870 – 878;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

108511-97-3, Isoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-aminoisoxazole (2.00 g, 23.79 mmol; CASNo. 108511-97-3) in THF (50 mL) at 0 0C was added pyridine (1.92 mL, 23.79 mmol,) followed by phenyl chloroformate (3.28 mL, 26.17 mmol,). After stirring at 0 0C for 2.5 h, the reaction was warmed to room temp overnight. The reaction was diluted with ethyl acetate and washed with 2M HCI1 water, saturated sodium bicarbonate, and brine. The organic layer was dried over magnesium sulfate, filtered, concentrated, and purified by flash chromatography40 (dichloromethane/hexane) to give the title compound as a white solid (2.07 g, 10.15 mmol, 50%)., 108511-97-3

The synthetic route of 108511-97-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER INC.; WO2009/127944; (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.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 219 3,5-Dimethyl-isoxazole-4-carboxylic acid [4-chloro-5-(l-methyl-2-oxo-l,2,3,4- tetrahydro-quinolin-6-yl)-pyridin-3-ylmethyl]-amideTo a solution of 6-(5-aminomethyl-4-chloro-pyridin-3-yl)-l-methyl-3,4-dihydro-lH- quinolin-2-one hydrochloride (example 218, 0.05 g, 0.148 mmol) in dry DMF (1 mL) were added EDCI (0.034 g, 0.077 mmol), hydroxybenzotriazole (0.017 g, 0.077 mmol), Hunig’s base (0.057 g, 0.443 mmol) and 3,5-dimethyl-isoxazole-4-carboxylic acid (0.021 g, 0.148 mmol) and the resulting solution was stirred at room temperature for 2h. The reaction mixture was diluted with EtOAc, poured into sat. NaHC03 solution (10 mL) and extracted with EtOAc (2 x 20 mL). Combined organics were dried over Na2S04, filtered and evaporated to dryness. The residue was purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give the title compound (0.03 g, 48 %) as a colorless solid. MS: 425.4 (M+H+)., 2510-36-3

The synthetic route of 2510-36-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KNUST, Henner; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; ZHOU, Mingwei; WO2013/37779; (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.59669-59-9,3-(tert-Butyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.,59669-59-9

To a solution of the starting pyrazole amine (1 eq) in EtOAc were added 2,2,2-trichloroethylchloroformate (1.1 eq) and saturated NaHCO3 (2-3 eq) at 0¡ã C. After stirring for 3 h at RT, the layers were separated and the aqueous layer extracted with EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated under vacuum to yield the crude TROC carbamate of the pyrazole amine.Example 2To a solution of 2,2,2-trichloroethyl 3-tert-butylisoxazol-5-ylcarbamate (0.080 g, 0.25 mmol), formed via General method B from Example B1, in dioxane (3 mL) was added Example A2 (70 mg, 0.25 mmol) and 1-methylpyrrolidine (22 mg, 0.25 mmol). The reaction mixture was heated overnight at 65¡ã C. The reaction mixture cooled to RT, concentrated in vacuo, DCM (2 mL) was added and the slurry was stirred for 1 hour. The solid was filtered and air dried to obtain 1-(4-(2-(1H-1,2,4-triazol-1-yl)pyridin-4-yloxy)-2-fluorophenyl)-3-(3-tert-butylisoxazol-5-yl)urea. 1H NMR (400 MHz, DMSO-d6): delta 10.3 (s, 1H), 9.56 (s, 1H), 8.70 (s, 1H), 8.34 (s, 1H), 8.29 (d, J=6.0 Hz, 1H), 8.03 (t, J=9.2 Hz, 1H), 7.68 (dd, J=2.0, and 5.6 Hz, 1H), 7.57 (d, J=1.2 Hz, 1H), 7.26 (dd, J=2.8, and 12.0 Hz, 1H), 7.03 (m, 1H), 6.05 (s, 1H), 1.24 (s, 9H); MS (ESI) m/z: 438.1 (M+H+).

59669-59-9 3-(tert-Butyl)isoxazol-5-amine 2095694, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; US2008/261961; (2008); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem