Tag: M.W:100-200

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.

600 mg (4.3 mmol) 3,5-dimethyl-isoxazole-4-carboxylic acid were suspended in 5 ml. of toluene and two drops of dimethylformamide were added to the mixture. 0.39 ml. of thionylchloride (5.3 mmol) were added at room temperature and the reaction mixture was stirred at 65 0C for three hours. After removal of the solvent, toluene was added and the evaporation was repeated. The obtained residue was then dissolved in 5 ml. of dichloromethane and the solution was added dropwise to a solution containing 367 mg pyridazin-4-yl-amine (3.8 mmol) and 1.6 g (5.2 mmol) poly- merbound diisopropyl ethyl amine (PL-DIPAM resin, Polymer Laboratories) in 16 mL dichloromethane. The mixture was stirred for 16 h at room temperature. Then, the polymer was removed by filtration and washed with methanol. The solution that was obtained after washing contained 600 mg (58%, 90% purity) of the title compound which did not need further purification.

2510-36-3, As the paragraph descriping shows that 2510-36-3 is playing an increasingly important role.

Reference£º
Patent; BASF SE; VEZOUET, Ronan Le; SOeRGEL, Sebastian; DEFIEBER, Christian; GROss, Steffen; KOeRBER, Karsten; CULBERTSON, Deborah, L.; ANSPAUGH, Douglas, D.; WO2011/3793; (2011); A1;,
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Isoxazole | C3H3NO – PubChem

42831-50-5,42831-50-5, 5-Methylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1.19: [4-(3-Chloro-phenylethynyl)-4-hvdroxy-piperidin-1-yl]-(5-methvl-isoxazol-4-v?- methanone; EPO MS (LC/MS): 345 [M+H]TLC Rf: 0.17 (EtOAc/cyclohex 1:1)

As the paragraph descriping shows that 42831-50-5 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/89700; (2006); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

63366-79-0, Ethyl 3-methylisoxazole-5-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,63366-79-0

A round bottom flask with magnetic stirrer was charged with 3-methyl-isoxazole-5- carboxylic acid ethyl ester (900 mg, 5.8 mmol) in tetrahydrofuran (2.0 mL). To the reaction was added a solution of sodium hydroxide (465 mg, 11.6 mmol) in water (2 mL), followed by methanol (4 mL). The reaction was stirred at room temperature for 18 – 20 hours under an argon atmosphere. The reaction was transferred to a separatory funnel and the pH adjusted to 2 via addition of IN hydrochloric acid. The mixture was extracted with ethyl acetate (3 x 35 mL) and the combined extractions were washed with brine (1 x 50 mL), dried over magnesium sulfate, and filtered. The filtrate was concentrated in vacuo to yield S-methyl-isoxazole-S-carboxylic acid as a white solid (660 mg, 90percent). The solid was used without purification in the next reaction.

As the paragraph descriping shows that 63366-79-0 is playing an increasingly important role.

Reference£º
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/91674; (2006); 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.3209-71-0,Isoxazole-3-carboxylic Acid,as a common compound, the synthetic route is as follows.

3209-71-0, Amine 34-4 (119 mg, 0.298 mmol) was added to anhydrous dimethylformamide (3.0 mL). Isoxazole-3-carboxylic acid (33.7 mg, 0.298 mmol), EDC (57.2 mg, 0.298 mmol), EtaOmicronBetaTau (45.7 mg, 0.298 mmol) and triethylamine (83 mu, 0.596 mmol) were added sequentially and the resulting reaction mixture was allowed to stir at room temperature for 18 h. Following this duration, the contents were filtered and the resulting filtrate was purified via reverse-phase HPLC (5-95%, 0.1% TFA in H20: acetonitrile) to give 34-5 as a white solid. MS m z (M+H): calculated = 493.2170; observed = 493.2172.

The synthetic route of 3209-71-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; LAYTON, Mark, E.; PERO, Joseph, E.; RODZINAK, Kevin, J.; ROSSI, Michael, A.; WO2011/34741; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

21169-71-1, Isoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Compounds were synthesized in solution phase using Boc-protected amino acids on 100-200mg scale. Firstly, the amino acid (1.2-1.5equiv) was activated with HBTU (1.5equiv) and DIPEA (1.5equiv) as 0.2-0.5M solution in DMF for 10min. Then the solution was added to an amino group bearing C-terminal moiety (R1R2NH) and the mixture was stirred for a minimum of 1h at room temperature. The reaction mixture was diluted with EtOAc and washed with saturated NaHCO3 (2¡Á). The organic extracts were dried over MgSO4, filtered and evaporated in vacuo. The crude product was then treated with 20% TFA in DCM and stirred for 1-2h to remove the Boc group. TFA was removed by evaporating the reaction mixture under a stream of N2. The residue was dissolved in DCM and washed with saturated NaHCO3 (2¡Á). DCM phase was dried with MgSO4, filtered and evaporated in vacuo. Subsequent N-Boc-amino acids and amines were sequentially coupled under the same conditions. Each coupling reaction was monitored by ESMS, with most reactions going to completion overnight. All final compounds were purified on rpHPLC (97% by analytical HPLC) and fully characterized by NMR and HRMS (yields between 30% and 40%).

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

Reference£º
Article; Yau, Mei-Kwan; Liu, Ligong; Lim, Junxian; Lohman, Rink-Jan; Cotterell, Adam J.; Suen, Jacky Y.; Vesey, David A.; Reid, Robert C.; Fairlie, David P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 3; (2016); p. 986 – 991;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3356-89-6,5-Chloro-3-phenylisoxazole,as a common compound, the synthetic route is as follows.

General procedure: To a stirred suspension of NaH (60% in mineral oil, 440 mg, 11 mmol, prewashed with hexane) in anhydrous THF (20 mL) was added the appropriate alcohol (15 mmol) at r.t. and the reaction mixture was stirred for 0.5 h. Next, 5-chloro-3-phenylisoxazole (2) (1.0 g, 5.6mmol) was introduced as a solid and the mixture was refluxed for 1 h. After cooling to r.t., the mixture was quenched with H2O (20 mL). For 4a and 4b, the resulting precipitate was collected, washed with H2O and recrystallized from hexane-Et2O mixture. For 3a, the reaction mixture was extracted with CH2Cl2 (3 ¡Á 20 mL). The combined organic layers were dried (Na2SO4) and concentrated in vacuo to give isoxazole 3a. 5-tert-Butoxy-3-phenylisoxazole (4c) was synthesized analogously using commercially available potassium tert-butoxide., 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10558-25-5,4-Bromo-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

4-bromo-3,5-dimethylisoxazole (1.0 equiv.), 3,5-difluorophenylboronic acid (1.3 equiv.), and PdCl2(dppf).CH2Cl2 adduct (0.1 equiv.) were combined in a microwave vial and 1,4-Dioxane (0.3 M) was added followed by 2M sodium carbonate (2.0 equiv.). The mixture was purged with N2, sealed and heated at 120 C. for 40 min in the microwave. The mixture was partitioned between EtOAc and brine. The organic layer was dried over sodium sulfate, filtered and concentrated to afford a black solid. The crude black material was purified by ISCO SiO2 chromatography eluting with 0-100% DCM in Heptanes to afford 4-(3,5-difluorophenyl)-3,5-dimethylisoxazole in 60% yield. LC/MS (m/z): 210.1 (MH+), Rt=0.88 min. 1H NMR (400 MHz, ) delta 6.73-6.87 (m, 3H), 2.43 (s, 3H), 2.29 (s, 3H).

10558-25-5, As the paragraph descriping shows that 10558-25-5 is playing an increasingly important role.

Reference£º
Patent; Burger, Matthew; Nishiguchi, Gisele; Machajewski, Timothy D.; Rico, Alice; Simmons, Robert Lowell; Smith, Aaron R.; Tamez, JR., Victoriano; Tanner, Huw; Wan, Lifeng; US2012/225062; (2012); A1;,
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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.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Step A – (5-Hydroxymethyl-isoxazol-3-yl)-diphenyl-methanol; A solution of triethylamine (69 ml_) in ether (31 mL) was added slowly over 4 h with the aid of a syringe pump to a briskly stirred solution of propargyl alcohol (37.5 mL) and ethyl 2-chloro-2-(hydroxyimino)acetate (75 g) in ether (500 mL) at room temperature. The reaction mixture was then allowed to stir overnight, filtered and the filtrate washed with water (twice). The aqueous phases were combined, saturated with sodium chloride and re-extracted with ethyl acetate (twice). The combined organic phases were dried (MgSO4), filtered and evaporated in vacuo to give a thick oil (82 g) comprised mainly of delta-hydroxymethyl-isoxazole-S-carboxylic acid ethyl ester. This was dissolved in THF (700 mL), cooled to -10DC and treated with a solution of phenylmagnesium chloride (750 mL, 2.0 M in THF) keeping the temperature below -2C. The reaction mixture was warmed to room temperature and stirred for 1 h. The reaction mixture was poured carefully into ice-cold concentrated hydrochloric acid (200 mL) and ice (500 mL) and the layers separated. The aqueous layer was extracted with ether. The combined organic layers were washed with brine, dried, filtered and evaporated in vacuo. Trituration with ether gave (5- hydroxymethyl-isoxazol-3-yl)-diphenyl-methanol (82.3 g, 59% (2 steps)) as a white solid. 1H NMR (300 MHz, DMSO): delta 7.39-7.25 (m, 10 H), 6.82 (s, 1 H), 6.34 (s, 1 H), 5.62 (t, J = 6.0 Hz, 1 H), 4.54 (d, J = 6.0 Hz, 2 H)., 123770-62-7

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

Reference£º
Patent; ARGENTA DISCOVERY LIMITED; ASTRAZENECA AB; NADIN, Alan, John; OSBOURN, Susan, Elizabeth; TISSELLI, Patrizia; RAY, Nicholas, Charles; WO2010/18352; (2010); 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 107 (0749) 60% Sodium hydride (1.04 g, 26.0 mmol) was added to dehydrated N,N-dimethylformamide (10 ml) cooled to 0C, under a nitrogen atmosphere, and a dehydrated N,N-dimethylformamide (10 ml) solution of ethyl 5-hydroxymethylisoxazole-3-carboxylate (3.0 g, 17.54 mmol) was added dropwise thereto, and then the mixture was further stirred for 30 minutes. A dehydrated N,N-dimethylformamide (5 ml) solution of 1-bromo-4-phenylbutane (3.73 g, 17.54 mmol) was added thereto, and the mixture was heated to room temperature and stirred for 16 hours. Then, the mixture was added to a saturated aqueous ammonium chloride solution, and 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 1.65 g of ethyl 5-(4-phenylbutoxymethyl)isoxazole-3-carboxylate represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 7.27 (m, 2H), 7. 17 (m, 3H), 6.65 (s, 1H), 4.60 (s, 2H), 4.45(q, 2H), 3.53(t, 2H), 2.63 (t, 2H), 1.68 (m, 4H), 1.46(t, 3H)

123770-62-7, The synthetic route of 123770-62-7 has been constantly updated, and we look forward to future research findings.

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