Heterocyclic Building Blocks-isoxazole

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

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, 90%). The solid was used without purification in the next reaction.

63366-79-0 Ethyl 3-methylisoxazole-5-carboxylate 10329487, aIsoxazoles compound, is more and more widely used in various.

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.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

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

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.14441-90-8,5-Phenylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 5-phenylisoxazole-3-carboxylic acid (117 mg, 0.620 mmol) in dichloromethane (2 mL) at 20 C. was added oxalyl chloride (1 mL). The reaction mixture was stirred at room temperature for 0.5 h. The volatiles were removed in vacuo. The crude residue was dissolved in dichloromethane (2 mL) and added to a mixture of 1-((4-(trifluoromethyl)pyridin-3-yl)methyl)-1H-pyrazol-4-amine (0.150 g, 0.620 mmol) and triethylamine (0.188 g, 1.86 mmol) in dichloromethane (5 mL) dropwise. The reaction mixture was stirred for 0.5 h and purified by prep-HPLC (the crude sample was dissolved in N,N-dimethylformamide and loaded onto Boston C18 21¡Á250 mm 10 mum column. The mobile phases were acetonitrile/0.01% aqueous trifluoroacetic acid) to offer 5-phenyl-N-(1-((4-(trifluoromethyl)pyridin-3-yl)methyl)-1H-pyrazol-4-yl)isoxazole-3-carboxamide (65.5 mg, 0.158 mmol, 25%) as a white solid. 1H NMR (500 MHz, Dimethylsulfoxide-d6) delta 11.09 (s, 1H), 8.81 (d, J=5.0 Hz, 1H), 8.34 (s, 1H), 8.29 (s, 1H), 7.98 (dd, J=7.6, 1.6 Hz, 2H), 7.80 (d, J=5.0 Hz, 1H), 7.75 (s, 1H), 7.59-7.56 (m, 3H), 7.47 (s, 1H), 5.61 (s, 2H); LCMS (ESI) m/z: 414.1 [M+H]+.

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

Reference£º
Patent; Yumanity Therapeutics, Inc.; WRONA, Iwona; TIVITMAHAISOON, Parcharee; TARDIFF, Daniel; PANDYA, Bhaumik; OZBOYA, Kerem; LUCAS, Matthew; BOURDONNEC, Bertrand Le; (259 pag.)US2019/330198; (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.108655-63-6,3-(Trifluoromethyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

To a solution of 3- (trifluoromethyl) isoxazol-5-amine (1.0 g, 6.57 mmol) in CH2C12 (15 ml) is added dropwise, phenyl CHLOROFORMATE (1.8 ml, 14.45 mmol) and pyridine (1.0 ml, 13.14 mmol) at 0oC. The reaction mixture is stirred at 0oC for 30 min. The reaction mixture is washed with H20 and 1% HCI. To the combined organic layers are added pyridine (1.0 ml, 6.57 mmol), HA0 (1.0 ml), AND CH2CL2 (20 ml), and the mixture is stirred at RT for 3 hours. The reaction mixture is washed with 0. 1N HC1 and brine, dried (Na2SO4), and concentrated. The residue is recrystallized from n-hexanes to give phenyl 3- (trifluoromethyl) isoxazol-5-ylcarbamate as an off white solid 1.3 g (73%). MS (ESI-) for CLLH7F3N203 ONLY 271.0 (M-H)-.

The synthetic route of 108655-63-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); 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.19788-37-5,4-(Chloromethyl)-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

General procedure: Intermediate 22: N-{1-[(6-methyl-2-pyridinyl)methyl]-1H-pyrazol-3-yl}acetamide Intermediate 1 (97 mg, 0.774 mmol) was dissolved in 8 mL of THF (anh), at 0 C. NaH (ALDRICH, 31 mg, 0.774 mmol) was added, and mixture of reaction was stirred at 0 C. for 30 minutes. A solution of Intermediate 11 (144 mg, 0.774 mmol) in 2 mL THF (anh) was added to the mixture. Reaction was heated at 75 C. overnight. Mixture of reaction was partitioned between distilled water, EtOAc (*3) and DCM. Organic layers were dried over MgSO4 (anh) and filtered. Solvent was evaporated under vacuum. Residue was purified by silica chromatography column using a linear gradient of DCM/MeOH as eluents to give the title compound (133 mg, 0.578 mmol, 75% yield). 1H NMR (300 MHz, DMSO-d6) delta ppm: 10.40 (br s, 1H), 7.72 (d, 1H), 7.60-7.66 (m, 1H), 7.17-7.16 (m, 1H), 6.74-6.77 (m, 1H), 6.49 (d, 1H), 5.24 (s, 2H), 2.44 (s, 3H), 1.95 (s, 3H). [ES+MS] m/z 231 (MH+). The Intermediates 23-39 were prepared by methods analoguous to that described for Intermediate 22 but replacing the benzyl halide (Intermediate 11) with that indicated in Table 3. Modifications are also indicated. Reaction times varied from 2 h to 3 h.

As the paragraph descriping shows that 19788-37-5 is playing an increasingly important role.

Reference£º
Patent; GLAXO GROUP LIMITED; Castro Pichel, Julia; Fernandez Menendez, Raquel; Fernandez Velando, Esther Pilar; Gonzalez Del Valle, Silvia; Mallo-Rubio, Araceli; US2013/203802; (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.33282-16-5,5-(4-Methoxyphenyl)isoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: A solution of isoxazole acid derivative 1 (1mmol), EDCI (1.1mmol), and HOBt (1mmol) in dry acetonitrile (10mL) was stirred at room temperature for 30min. Then, 3-picolylamine 2a or 4-picolylamine 2b (1mmol) was added drop wise to the mixture and the reaction was continued at room temperature for 24h. After completion of the reaction, the solvent was reduced under vacuum and the residue was dissolved in dichloromethane and washed with sodium carbonate (10%, 3¡Á20). The organic phase was dried over Na2SO4 and the solvent was evaporated under vacuum to give compound 3 which was completely pure. Finally, the mixture of compound 3 (1mmol) and benzyl halide derivative 4 (1.2mmol) in dry acetonitrile (10mL) was heated at reflux for 10-15h. After completion of the reaction which was monitored by TLC, the mixture was allowed to be cool and the precipitates were filtered off to afford products 5a-q in good yields.

The synthetic route of 33282-16-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Vafadarnejad, Fahimeh; Karimpour-Razkenari, Elahe; Sameem, Bilqees; Saeedi, Mina; Firuzi, Omidreza; Edraki, Najmeh; Mahdavi, Mohammad; Akbarzadeh, Tahmineh; Bioorganic Chemistry; vol. 92; (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.1072-67-9,5-Methylisoxazol-3-amine,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 7-nitro-2,3-dihydrobenzo[b][1,4]dioxine-6-carbaldehyde (1), (1 mmol, 0.21 g), aniline (2a) (1 mmol, 0.09mL), dimethyl phosphite (3) (1 mmol, 0.12 mL), and Nano-TiO2/SiO2 (5 mol%) were taken in a 10 mL round-bottomed flask, stirred at 50 C for 5min. After completion of the reaction,which was indicated by TLC, the mixture was washed with ethylacetate (20 mL) to recover the catalyst by simple filtration. Thesolvent was evaporated under vacuum and the resulting crudeproduct was purified by column chromatography on silica gelusing n-hexane/ethyl acetate (1:1) as eluent to afford the pureproduct dimethyl (7-nitro-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(phenylamino)methylphosphonate (4a) (94%, Table 1).The same procedure was adopted for the preparation of allremaining title products (4b-m) by taking 2b (0.09 mL), 2c(0.13 g), 2d (0.17 g), 2e (0.10 g), 2f (0.12 g), 2g (0.14 g), 2h (0.14g), 2i (0.15 g), 2j (0.98 g), 2k (0.94 g), 2l (0.17 g) and 2m (0.15g), respectively.The Supplementary Material file contains complete characterizationdata for the new compounds and selected spectra for4a, 4b, and 4k (Figures S3-S11).

As the paragraph descriping shows that 1072-67-9 is playing an increasingly important role.

Reference£º
Article; Sravya; Grigory, Zyryanov V.; Balakrishna; Reddy, K. Madhu Kumar; Reddy, C. Suresh; Reddy, G. Mallikarjuna; Camilo; Garcia; Reddy, N. Bakthavatchala; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 193; 9; (2018); p. 562 – 567;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

206055-91-6, (3-(4-Bromophenyl)isoxazol-5-yl)methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 1,1′-ferrocenedicarboxylic acid (0.274 g, 1.0 mmol) and DCC (0.452 g, 2.2 mmol) were added into a 25 mL one necked round bottom flask with 5 mL dry THF. The mixture was stirred in a cold bath and protected under nitrogen for about 10 min. Then DMAP (0.28 g, 2.2 mmol) in 5 mL dry THF was added to the reaction system using a syringe, the mixture was stirred in the cold bath for an additional 30 min. Subsequently, 2.0 mmol 2a in 5 mL THF was added dropwise to the reaction system using a syringe, at that time, the temperature was maintained at room temperature. After the completion of the reaction monitored by thin layer chromatography (TLC), the reaction mixture was evaporated under reduced pressure, and the residual was directly purified by column chromatography on silica gel with elution by petroleum ether and ethyl acetate (5:1?2:1). Fractions with similar Rf values were combined and vacuum distilled to obtainthe desired compound 3a.

206055-91-6 (3-(4-Bromophenyl)isoxazol-5-yl)methanol 11032412, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Article; Yong, Jianping; Yang, Mingxue; Lu, Canzhong; Wu, Xiaoyuan; Letters in drug design and discovery; vol. 15; 11; (2018); p. 1141 – 1146;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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.

(e) (18 mg, 0.13 mmol) was added in a solution of 2′ (62 mg,0.10 mmol) and Et3N (25 mg, 0.25 mmol) in dry THF (1.0 mL).The mixture was stirred at room temperature for 0.5 h. The reaction completion was confirmed by TLC (DCM/MeOH/AcOH = 40:1:0.5). The solution was poured into water andextracted by ether. Collecting the organic phase was washed bybrine and dried over Na2SO4. Then it was concentrated andthe compound was Prep-HPLC to get 902136 (35 mg) as a white solid. Yield = 51%; 1H NMR (400 MHz, DMSO-d6) d: 8.352 (s, 1H),7.897-7.852 (m, 3H), 7.711-7.652 (m, 2H), 7.437-7.305 (m, 6H),7.108 (d, J = 8 Hz, 2H), 5.774 (s, 1H), 4.457-4.423 (m, 1H), 4.292-4.262 (m, 1H), 4.144-4.093 (m, 2H), 3.638-3.603 (m, 2H), 2.988-2.942 (m, 1H), 2.861-2.804 (m, 1H), 2.180-1.997 (m, 2H), 1.922-1.840 (m, 2H), 1.658-1.656 (m, 2H), 1.569-1.471 (m, 3H), 1.344(m, 1H), 1.244 (m, 2H), 1.008-0.776 (m, 5H). ESI-MS: 690.8(C40H42N4O7, [M+H]+).

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

Reference£º
Article; Curreli, Francesca; Haque, Kashfia; Xie, Lihua; Qiu, Qian; Xu, Jinfeng; Yong, Weizhong; Tong, Xiaohe; Debnath, Asim K.; Bioorganic and Medicinal Chemistry; vol. 23; 24; (2015); p. 7618 – 7628;,
Isoxazole – Wikipedia
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

General procedure: The corresponding halide reagent (1mmol) was added to a mixture of 1.2mmol of potassium thio- (compounds e) or seleno-cyanate (compounds f) in dry acetone (20mL). The mixture was stirred at reflux for 2-24h and the product was isolated by filtration or extraction with ether or dichloromethane after addition of 50mL of water. Final product was purified by washing or recrystallizing.

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Article; Alcolea, Veronica; Plano, Daniel; Encio, Ignacio; Palop, Juan Antonio; Sharma, Arun K.; Sanmartin, Carmen; European Journal of Medicinal Chemistry; vol. 123; (2016); p. 407 – 418;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem