Month: October 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.51135-73-0,Ethyl 5-methylisoxazole-4-carboxylate,as a common compound, the synthetic route is as follows.

51135-73-0, EXAMPLE 4 Preparation of 5-Methylisoxazole-4-Carboxylic Acid A two-necked flask fitted with mechanical stirrer and a horizontal condenser for distillation was charged with 40.0 g of crude Ethyl-5-methylisoxazole-4-carboxylate and 44 g of 60% sulfuric acid and the mixture was heated to 85 C. with continuous distillation of ethanol from the reaction product. After four hours of heating at 85 C., TLC showed the complete disappearance of the upper spot of ester. The mixture was allowed to cool in the refrigerator and the solid acid was filtered (16.5 g) Filtrate kept at room temperature for second crop. Acid was crystallized in 60 mL 2% acetic acid-Toluene to obtain about 99.9% pure acid (9.5 g). Mother liquor of the final crystallization was kept for second crop. Crystallization was accomplished by: The crude acid was taken in 2% acetic acid-toluene mixture and heated for 30 minutes. Brown oil was separated at the bottom of the flask. The clear organic phase was neatly transferred and kept for crystallization.

The synthetic route of 51135-73-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ray, Anup Kumar; Patel, Hiren Kumar V.; Patel, Mahendra R.; US2003/139606; (2003); 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

14678-02-5, 5-Amino-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) N-(3-methyl-5-isoxazolyl)-4-bromobenzenesulfonamide 4-brombenzenesulfonyl chloride (solid) was added, in five portions, to a solution of 3-methyl-5-aminoisoxazole (3.82 g, 40 mmol) in dry pyridine (30 ml). This was stirred at room temperature for 3 h and the pyridine was removed under reduced pressure. The residue was dissolved in THF (300 ml) and a 5% NaOH solution (100 ml) was added. Stirring continued for 1 h at room temperature. The THF was removed under reduced pressure and the resultant residue was neutralized to pH 2 using concentrated hydrochloric acid. This was extracted with ethyl acetate (3*200 ml) and the combined organic layer was dried over MgSO4 and concentrated. The crude product was recrystallized using hexane/ethyl acetate giving N-(3-methyl-5-isoxazolyl)-4-bromobenzenesulfonamide (9.2 g, 72% yield).

14678-02-5, The synthetic route of 14678-02-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Chan, Ming Fai; Kogan, Timothy; Verner, Erik Joel; Kois, Adam; Balaji, Vitukudi Narayanaiyengar; US2002/95041; (2002); 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.14678-02-5,5-Amino-3-methylisoxazole,as a common compound, the synthetic route is as follows.

General procedure: To 4-amino-3-methyl-5-styrylisoxazoles 7 [18h,20] (1.0 mmol, 0.750 g) in 0.5 mL of AcOH and 4.5 mL of water, dimedone 8 (1.0 mmol, 0.525 g) was added and the reaction mixture refluxed at 100 C for 10 min, followed by the addition of aryl glyoxal monohydrates 9 (1.0 mmol, 0.569 g) and 5-amino-3-methylisoxazole 10 (1 mmol, 0.367 g) and the reaction continued for another 50 min. After completion of the reaction (monitored by TLC), the mixture was cooled to room temperature and poured into ice-cold water. The precipitate that formed was filtered off, washed with ice cold water and the crude product was purified by recrystallization from methanol to give pure bis-isoxazolopyrroloquinolines 11.

14678-02-5, 14678-02-5 5-Amino-3-methylisoxazole 84590, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Article; Rayudu, Sri Venkateswarlu; Karmakar, Dipankar; Kumar, Pramod; Tetrahedron Letters; vol. 60; 36; (2019);,
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.

To a solution of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (50 mg, 0.29 mmol) in MeCN (2 mL) was added triphenylphosphine (153 mg, 0.58 mmol), 2,6-lutidine (31.3 mg, 0.034 mL, 0.29 mmol) and CBr4 (194 mg, 0.58 mmol). The reaction mixture was stirred at room temperature for 1.5 hours. The mixture is concentrated and purified directly by flash chromatography with heptane:ethyl acetate = 1:0 to 0:1 to give ethyl 5-(bromomethyl)isoxazole-3-carboxylate (68 mg)., 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; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (278 pag.)WO2019/115567; (2019); 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.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.,21169-71-1

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%).

As the paragraph descriping shows that 21169-71-1 is playing an increasingly important role.

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

110256-15-0, 5-Cyclopropylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 5-cyclopropylisoxazole-3-carboxylic acid (1.0 g, 6.5 mmol) in DMF (3 mL) was added HATU (3.72 g, 9.8 mmol) and diisopropylethylamine (3.5 ml, 19.6 mmol). The solution was stirred for 10 min at 0 C. tert-Butyl 4-(l- aminoethyl)piperidine-l-carboxylate (1.45 g, 6.5 mmol) was added and the reaction stirred at RT for 2 h. The progress of the reaction was monitored by TLC. After complete consumption of starting material, the reaction was quenched with water and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain a crude residue which was purified by column chromatography to afford compound tert-butyl 4-(l-(5- cyclopropylisoxazole-3-carboxamido)ethyl)piperidine-l-carboxylate (2.1 g, 84%). 1H NMR (400 MHz, OMSO-d6) delta 8.44 (d, J = 8.9 Hz, 1H), 6.46 (s, 1H), 3.98-3.90 (m, 2H), 3.79 (p, J = 7.3 Hz, 1H), 2.53-2.47 (m, 2H), 2.19-2.16 (m, 1H), 1.6-1.58 (m, 3H), 1.38 (s, 9H), 1.18-0.86 (m, 9H); LCMS: m/z = 386.25 (M+H)+.

110256-15-0, As the paragraph descriping shows that 110256-15-0 is playing an increasingly important role.

Reference£º
Patent; EPIZYME, INC.; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MITCHELL, Lorna Helen; MUNCHHOF, Michael John; HARVEY, Darren Martin; (208 pag.)WO2016/40498; (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.1018297-63-6,(3-(4-Fluorophenyl)-5-methylisoxazol-4-yl)methanol,as a common compound, the synthetic route is as follows.

4.98 g (24.0 mmol) of [3-(4-fluorophenyl)-5-methyl-1 ,2-oxazol-4-yl]methanol (WO 2013/057123 A1 , Hoffmann-La Roche) was dissolved in 80 ml_ of anhydrous dichloromethane, and 9.76 g (3.39 ml_, 36.1 mmol) of phosphorus tribromide was added dropwise to the stirred solution. The reaction mixture was stirred for 1 hour at room temeprature, and poured into 50 ml_ of saturated sodium bicarbonate solution. The mixture was stirred for another 10 minutes, and the phases were separated. The organic phase was washed with water, dried over anhydrous sodium sulfate, and evaporated to afford 5.89 g (97%) of the title compound as a yellow-brownish solid. MS (ESI) m/z: 269.9 [M+H]+., 1018297-63-6

1018297-63-6 (3-(4-Fluorophenyl)-5-methylisoxazol-4-yl)methanol 28473136, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; RICHTER GEDEON NYRT.; SZABO, Gyoergy; TUROS, Gyoergy Istvan; ELIAS, Oliver; KAROLYI, Benedek Imre; ERDELYI, Peter; KAPUS, Gabor Laszlo; (75 pag.)WO2020/65597; (2020); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3,5-Dimethyl-isoxazole-4-carboxylic acid (CAS 2510-36-3, 42.3 mg, 0.30 mmol), followed by HATU (91.5 mg, 0.24 mmcl) were added to a mixture of 2-amino-1-(4-chlorophenyl)-3- methylbutan-1-one hydrochloride (Example 20a, 49.0 mg, 0.20 mmol) and DIPEA (64.0 mg,0.30 mmol) in DCM (2 mL). The resulting mixture was stirred at 30C for 16 h and evaporatedto dryness. The residue was then purified by preparative HPLC to give amide N-(1-(4- chlorophenyl)-3-methyl-1-oxobuta n-2-yl)-3,5-dimethyl-isoxazole-4-ca rboxa mide (26.3 mg, 39%).1H NMR (500 MHz, CDCI3) 5 ppm 0.81 (d, 3 H) 1.11 (d, 3 H) 2.26 (td, 1 H) 2.53 (s, 3 H) 2.68 (s,3 H) 5.72 (dd, 1 H) 6.56 (d, 1 H) 7.45 – 7.57 (m, 2 H) 7.90 – 8.02 (m, 2 H).MS (ESI) m/z 335.1 [M+H]

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

Reference£º
Patent; ACTURUM LIFE SCIENCE AB; LINDE, Christian Erik; PAULSEN, Kim; SOHN, Daniel; SVENSSON, Mats A; VALLIN, Karl S A; WEIGELT, Dirk; MINIDIS, Alexander; WO2014/184235; (2014); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

14441-90-8, 5-Phenylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

14441-90-8, Example 9; 1 -(4-(5-(4-( 1 , 1 -Difluoroethyl)-5-phenylisoxazol-3 -yl)- 1 ,2,4-oxadiazol-3 – yl)benzyl)azetidine-3-carboxylic acid, 2,2,2-trifluoroacetic acid salt; 9-A. Methyl S-phenylisoxazole-S-carboxylate; [00179] A solution of S-phenylisoxazole-S-carboxylic acid (0.86 g, 4.55 mmol) in toluene (15.0 mL) and methanol (3 mL) was added a 2M solution of TMS- diazomethane in hexanes (3.1 mL, 6.14 mmol) dropwise at room temperature. The reaction mixture was stirred for 30 minutes and concentrated. The residue was dispersed in methanol (3 mL), stirred for 5 minutes, and filtered to give methyl 5- phenylisoxazole-3-carboxylate (897 mg). The compound had an HPLC ret. time = 2.67 min. : YMC S5 COMBISCREEN 4.6X50 mm; Gradient time: 4 min; Flow rate = 4 ml/min; Solvent A = 10% MeOH – 90% Water – 0.2% H3PO4; Solvent B = 90% MeOH – 10% water – 0.2% H3PO4; Start % B = O; Final % B = 100. LC-MS: M+1 = 204+.

14441-90-8 5-Phenylisoxazole-3-carboxylic acid 151916, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott, Hunter; DYCKMAN, Alaric, J.; PITTS, William, J.; SPERGEL, Steven, H.; WO2010/85581; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem