Heterocyclic Building Blocks-isoxazole

78967-07-4,78967-07-4, Mofezolac is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

N-Diisopropyl-N-ethylamine (DIEA, 0.215 mL, 1.237 mmol) andmethyl 5-aminopentanoate hydrochloride (6) (100 mg, 0.60 mmol)were solubilized in anhydrous CH2Cl2 (5 mL) and stirred at 0 C for1 h. Then, this solution was dropwise added to a stirred solution ofN,N’-dicyclohexylcarbodiimide (DCC, 170 mg, 0.825 mmol), 1-hydroxybenzotriazole monohydrate (HOBt H2O, 180 mg,1.05 mmol) and 2-[3,4-bis(4-methoxyphenyl)isoxazol-5-yl]aceticacid (mofezolac) (200 mg, 0.59 mmol) in anhydrous CH2Cl2 (20 mL)kept at 0 C. The reaction mixture was stirred for 19h at roomtemperature. Then, H2O was added and the aqueous solutionextracted with CH2Cl2. The combined organic layers were washedwith a sat. aqueous solution of K2CO3, dried over anhydrousNa2SO4, and the solvent was removed under reduced pressure.Column chromatography of the crude residue (silica gel; EtOAc/Hexane 3:7) allowed to isolated 8 (107 mg, 40% yield). FT-IR(KBr): 3458, 3089, 2987, 2948, 2849, 1737, 1652, 1609, 1562, 1516,1455, 1441, 1426, 1253, 1233, 1175, 1108, 1029, 1019, 949, 831,729 cm1. 1H NMR (300 MHz, CDCl3, delta): 7.41e7.37 (m, 2H, aromaticprotons); 7.17e7.14 (m, 2H, aromatic protons); 6.92e6.89 (m, 4H,aromatic protons); 5.95e5.90 (bs, 1H, NH: exchanges with D2O);3.83 (s, 3H, OCH3); 3.80 (s, 3H, OCH3); 3.67 (s, 2H, CH2COONH); 3.65(s, 3H, OCH3); 3.27 (q, 2H, J 6.9 Hz, NHCH2); 2.33 (t, 2H, J 6.9 Hz,CH2COO); 1.65e1.50 (m, 4H). 13C NMR (75 MHz, CDCl3, delta): 174.1,166.8, 162.8, 161.4, 160.8, 159.7, 131.2, 130.0, 121.6, 121.2, 117.8, 114.6,114.2, 55.5, 55.4, 39.7, 34.4, 33.6, 29.0, 22.2. ESI-MS: m/z (%):C25H28N2O6 (M + Na)+: 475.

78967-07-4 Mofezolac 4237, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Article; Perrone, Maria Grazia; Vitale, Paola; Ferorelli, Savina; Boccarelli, Angelina; Coluccia, Mauro; Pannunzio, Alessandra; Campanella, Federica; Di Mauro, Giuseppe; Bonaccorso, Carmela; Fortuna, Cosimo G.; Scilimati, Antonio; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 404 – 416;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

87988-94-1,87988-94-1, 5-Methylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Methyl-4-amino-isoxazole (Reiter, L. A., J. Org. Chem. 1987, 52, 2714-2726) (0.68 g, 5.1 mmol) and acetic acid (0.61 g, 10.2 mmol) were dissolved in MeOH (20 mL). Acetone (0.56 ml, 7.6 mmol) was added and the mixture was cooled to 0 – (-5) C and stirred for 1 h. Sodium cyanoborohydride (0.32 g, 5.1 mmol) was added to the reaction mixture at -5 0C, causing weak exothermic and gas evolution. The cooling bath was removed and the mixture was stirred at r.t. for 1 h, followed by the addition of a second portion of sodium cyanoborohydride (0.1 g, 1.6 mmol). After stirring for 2 h at r.t., the mixture was filtered and the filtrate was concentrated in vacuo. The residue was dissolved in toluene and re- concentrated. The residue was dissolved in THF (10 mL) and trifiuoro acetic anhydride (3.2 g, 15.3 mmol) was added. The resulting mixture was stirred overnight at r.t. then for 1 h at +50 0C. The volatiles were removed in vacuo and the residue was dissolved in toluene and concentrated in vacuo to give the title compound (0.84 g , 77 %) as a solid.1H NMR (400 MHz, CDCl3) delta ppm 8.11 (s, 1 H) 4.82 – 5.03 (m, 1 H) 2.39 (s, 3 H) 1.16 (d, J=6.82 Hz, 3 H) 1.08 (d, J=6.82 Hz, 3 H); MS (CI) m/z 236 (M+).

87988-94-1 5-Methylisoxazol-4-amine 13033202, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; ASTRAZENECA AB; WO2007/40436; (2007); A1;,
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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

To a solution containing 1.0 g (5.29 mmol) of 3-phenylisoxazole-3-carboxylic acid and 0.89 g (5.56 mmol) of tert-butyl (3-aminopropyl)carbamate in 10 mL of DMF was added 2.5 g (5.82 mmol) of COMU, followed by 2.0 mL (11.1 mmol) of DIPEA. The reaction mixture was allowed to stir at rt overnight. The solvents were removed under reduced pressure and the residue was subjected to silica gel chromatography to give 1.55 g (85%) of tert-butyl (3-(5-phenylisoxazole-3-carboxamido)propyl)carbamate as a yellow solid. LC/MS: 1.22 min, m/z=368.2 [M+K]+

14441-90-8, As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

Reference£º
Patent; Vanderbilt University; Lindsley, Craig W.; Waterson, Alex G.; Beauchamp, R. Daniel; (193 pag.)US2016/52895; (2016); A1;,
Isoxazole – Wikipedia
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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

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;,
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Isoxazole | C3H3NO – PubChem

33282-16-5, 5-(4-Methoxyphenyl)isoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A solution of compound 2 (1 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDCI) (0.21 g, 1.1 mmol) and hydroxybenzotriazole (HOBt) (0.13 g, 1 mmol) in dry acetonitrile (10 mL) was stirred at room temperature for 30 min. Then, tryptamine 3 (0.16 g, 1 mmol) was added to the mixture and the reaction was continued at room temperature for 24 h. After completion of reaction, the solvent was reduced under vacuum at 40 C and the residue was dissolved in dichloromethane (50%) and washed with sodium carbonate (10%). The organic phase was dried over Na2SO4 and the solvent was evaporated. The obtained compound 4a-k was completely pure., 33282-16-5

As the paragraph descriping shows that 33282-16-5 is playing an increasingly important role.

Reference£º
Article; Vafadarnejad, Fahimeh; Saeedi, Mina; Mahdavi, Mohammad; Rafinejad, Ali; Karimpour-Razkenari, Elahe; Sameem, Bilqees; Khanavi, Mahnaz; Akbarzadeh, Tahmineh; Letters in drug design and discovery; vol. 14; 6; (2017); p. 712 – 717;,
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.

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

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

Procedure S: Ethyl 2-(isoxazol-5-yl)-2-oxoacetate; To a solution of 4.7 g (40.7 mmol, 1.0 eq.) of isoxazole-5-carboxylic acid in 70 mL of anhydrous THF at -78 C under an argon atmosphere was added 4.5 mL (40.7 mmol, 1.0 eq.) of iV-methylmorpholine followed by 5.3 mL (43 mmol, 1.05 eq.) of isobutyl chloroformate. The mixture stirred at -78 C for 20 min. The mixture was filtered and the filtrate was allowed to warm to 0 C and excess diazomethane added slowly. The mixture was allowed to warm to room temperature and stirred for 16 h. A solution of 25 mL of 33% HBr in acetic acid was added and the mixture stirred at room temperature for 10 min. The mixture was diluted with 400 mL of EtOAc and washed with 10% citric acid followed by sat. NaHCO3 and sat. brine. The organic phase was dried (Na2SO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to provide 5.2 g of 2-bromo-l-(isoxazol-5- yl)ethanone as a white solid. The 2-bromo-l-(isoxazol-5-yl)ethanone was redissolved in 300 mL of ethanol and 3.3 g (30 mmol) of selenium dioxide added. The mixture heated at 100 C for 16 h. The mixture was allowed to cool to room temperature and filtered. The solvent was removed in vacuo and the residue partitioned between EtOAc and sat. NaHCO3. The layers were separated and the aqueous phase extracted with EtOAc. The combined organic extracts were washed with sat. brine, dried (Na2SO4) and the solvent removed in vacuo. The residue was purified by flash chromatography to provide 1.8 g of ethyl 2-(isoxazol-5-yl)-2- oxoacetate. deltaH (300 MHz, CDCl3) 1.43 (t, 3H), 4.47 (q, 2H), 7.40 (d, IH), 8.45 (d, IH).

The synthetic route of 21169-71-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LIGAND PHARMACEUTICALS INC.; COLE, Andrew; MCGUINNESS, Brian, F.; SHAO, Yuefei; DONG, Guizhen; HENDERSON, Ian; WO2010/8775; (2010); 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,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%).

The synthetic route of 21169-71-1 has been constantly updated, and we look forward to future research findings.

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

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,2510-36-3

General procedure: A solution of the deprotected azaspiro compound (0.134 mmol) in 2 mL of DMF, 0.14 mL of DIPEA (0.803 mmol), 51.8 mg of EDC (0.268 mmol) and 27.9 mg of HOBT (0.201 mmol) was stirred for 15 min at r.t. Then the proper acid (0.125 mmol) was added to the mixture and the reaction was maintained at 50 C for 12 h with stirring.

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

Reference£º
Article; Francesconi, Valeria; Giovannini, Luca; Santucci, Matteo; Cichero, Elena; Costi, Maria Paola; Naesens, Lieve; Giordanetto, Fabrizio; Tonelli, Michele; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 229 – 243;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

28883-91-2, 5-Amino-3-(4-methylphenyl)isoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,28883-91-2

General procedure: A 0.1 M NaClO4solution (50 ml) in MeCN containing NH4SCN (6 mmol, 0.46 g) and indole (1a)(2 mmol, 0.24 g) was placed in a glass cell with coaxally positioned Ptelectrodes (San. = 26 cm2, Scat. = 10 cm2). The electrolysis was performed atE = 0.70 V vs SCE (CPE) or at j = 2.5 mA/cm2 (GE). After passing of 2.1 F ofelectricity in CPE (or 2.5 F in GE) calculated on the basis of 1 F/NH4SCN mol, theelectrolysis was terminated and the MeCN was distilled off. H2O (10 ml) wasadded and the residue was extracted with CH2Cl2 (4 25 ml). The extractswere combined, dried over anhydrous Na2SO4, filtered and the solvent wasdistilled off. The residue was purified by column chromatography on silica gel(eluent-a mix of light petroleum and EtOAc with a buildup of the volumefraction of the latter from 5% to 20%) to afford pure 3-thiocyanato-1H-indole

The synthetic route of 28883-91-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kokorekin, Vladimir A.; Sigacheva, Vera L.; Petrosyan, Vladimir A.; Tetrahedron Letters; vol. 55; 31; (2014); p. 4306 – 4309;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem