Category: 3209-71-0

3209-71-0, Isoxazole-3-carboxylic Acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of isoxazole-3-carboxylic acid (28 mg, 0.223 mmol), HATU (84 mg, 0.223 mmol), triethylamine (95 ul, 0.67 mmol) and catalytic amount of DMAP in THF (2 mL) was stirred at room temperature for 5 minutes. 4-(benzo[d]oxazol-2-yl)-3-methylaniline (50 mg, 0.223 mmol) was added and the resulting mixture was stirred at 65 C for 18 h. The reaction mixture was diluted with DCM, washed with saturated solution of NaHCO3 and brine. The organic solution was, dried over Na2SO4, decanted and evaporated under reduced pressure. The crude was purified by column chromatography on silica gel using 1:4 to 1:2 EtOAc:Hexane as mobile phase to give N-(4- (benzo[d]oxazol-2-yl)-3-methylphenyl)isoxazole-3-carboxamide (18 mg, 24%). UPLC-MS (Acidic Method, 4 min): rt 2.01 min, m/z 320.1 [M+H]+ 1H NMR (400 MHz, DMSO-d6) d ppm 10.58-11.34 (m, 1H), 8.95-9.42 (m, 1H), 8.16 (br d, J=8.2 Hz, 1H), 7.65-8.01 (m, 4H), 7.27-7.56 (m, 2H), 7.07 (br d, J=1.8 Hz, 1H), 2.67-2.86 (m, 3H)

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

Reference£º
Patent; JAGUAHR THERAPEUTICS PTE LTD; METE, Antonio; HITCHIN, James, R.; GRAHAM, Mark; (46 pag.)WO2020/43880; (2020); 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

3209-71-0, Isoxazole-3-carboxylic Acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3209-71-0, [0328] To a solution of isoxazole-3-carboxylic acid (100 mg, 0.88 mmol, 1 equiv) in DMF (1 mL), were added HATU (369 mg, 0.97 mmol, 1.1 equiv). The mixture was treated drop wise with DIPEA (365 mg, 2.83 mmol, 3.2 equiv). After stirring at RT for l5minutes, the mixture was treated drop wise with a solution of l-(2,4-bis(trifluoromethyl)benzyl)-lH- pyrazol-4-amine (273 mg, 0.884 mmol, 1 equiv) in DMF (1 mL). The reaction mixture was kept under stirring for 24 h at RT. Product formation was confirmed with TLC & LCMS and reaction mixture was diluted EtOAc (50 mL) & washed with water (50 mL X 2). Organic layer dried over Na2S04 & concentrated under reduced pressure to obtain crude which was further purified by flash column chromatography to obtain pure product N-(l-(2,4- bis(trifluoromethyl)benzyl)-lH-pyrazol-4-yl)isoxazole-3-carboxamide. (40 mg, 11% as off white solid). XH NMR (400 MHz, DMSO-c/6) d 11.06 (s, 1H), 9.14 (d, J= 1.5 Hz, 1H), 8.29 (s, 1H), 8.06 (d, J= 8.3Hz, 2H), 7.76 (s, 1H), 7.05 (d,.7= 8.1Hz, 1H), 6.99 (d, J= 1.7 Hz, 1H), 5.66 (s, 2H).

3209-71-0 Isoxazole-3-carboxylic Acid 11286453, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PRAXIS BIOTECH LLC; ALFARO, Jennifer; BELMAR, Sebastian; NUNEZ VASQUEZ, Gonzalo Esteban; PUJALA, Brahmam; SATHE, Balaji Dashrath; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; THAKRAL, Pooja; PATIDAR, Rajesh Kumar; (344 pag.)WO2019/195810; (2019); 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.3209-71-0,Isoxazole-3-carboxylic Acid,as a common compound, the synthetic route is as follows.

To a solution of Nl-(lH-l,3-benzodiazol-2-yl)-l-[3-(trifluoromethyl)phenyl]ethane- 1,2-diamine hydrochloride (from Step 9) (0.25 g, 0.701 mmol) in THF (20 mL) was added triethylamine (0.43 mL, d = 0.726 g/cm3, 2.102 mmol) followed by Py-BOP (0.548 g, 1.051 mmol) and the mixture was stirred at ambient temperature. After 15 minutes isoxazole-3-carboxylic acid was added (0.097 g, 0.858 mmol) and the reaction mass was stirred at ambient temperature for 16 h. Then the reaction mass was diluted with 10% aqueous sodium bicarbonate solution (25 mL) and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layer were washed with saturated brine solution (30 mL), dried over sodium sulphate, filtered and concentrated to afford crude product (0.330 g) which was purified by Grace (24.0 g pre-packed cartridge was used) using 6% methanol in chloroform as eluent to afford N- {2-[(lH- 1 ,3-benzodiazol-2-yl)amino]-2-[3-(trifluoromethyl)phenyl]ethyl} – 1 ,2- oxazole-3-carboxamide (0.110 g) as an off- white solid. NMR (400 MHz, AcOH-d4) delta 8.68 (d, 1H, J = 1.2 Hz), 7.86 (t, 2H, J = 7.2 Hz), 7.67 (d, 1H, J = 7.6 Hz), 7.61 (t, 1H, J = 7.6 Hz), 7.37 (dd, 2H, J = 5.6, 2.8 Hz), 7.21 (dd, 2H, J = 6.0, 3.2 Hz), 6.88 (d, 1H, J = 1.6 Hz), 5.40 (dd, 1H, J = 8.0, 4.8 Hz), 4.06 (dd, 1H, J = 14.4, 4.8 Hz), 3.92 (dd, 1H, J = 14.0, 8.8 Hz);MS: m/z 416.1 (M+l)., 3209-71-0

3209-71-0 Isoxazole-3-carboxylic Acid 11286453, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; ACESION PHARMA APS; S?RENSEN, Ulrik; METE, Anthonio; (122 pag.)WO2019/38315; (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.3209-71-0,Isoxazole-3-carboxylic Acid,as a common compound, the synthetic route is as follows.,3209-71-0

To a 0 C. solution of (081) (160 mg, 0.43 mmol) and isoxazole-3-carboxylic acid (082) (60 mg, 0.5 mmol), HOBT (65 mg, 0.5 mmol) and HBTU (175 mg, 0.5 mmol) in tetrahydrofuran (50 mL) was added a solution of N,N-diisopropylethylamine (0.5 mL) in tetrahydrofuran (2 mL) and the mixture was stirred at room temperature for another 5 hours. It was then diluted with ethyl acetate (200 mL) and washed with saturated aqueous sodium bicarbonate (2¡Á10 mL) and brine (10 mL). The organic layers were dried over sodium sulfate and filtered through Celite-545. The solvents were removed under reduced pressure and the residue was purified by HPLC (aqueous ammonium acetate and acetonitrile) to provide (083) (74 mg) which was characterized by LC/MS (LCRS (MH) m/z: 469.22); >80% proteasome CT-L inhibition at 20 mg/kg PO.

As the paragraph descriping shows that 3209-71-0 is playing an increasingly important role.

Reference£º
Patent; Proteolix, Inc.; US2007/105786; (2007); 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.

Amine 32-1 (73 mg, 0.209 mmol) was added to anhydrous dimethylformamide (2.0 mL). Isoxazole-3-carboxylic acid (23.6 mg, 0.209 mmol), EDC (40.1 mg, 0.209 mmol), HOBT (32 mg, 0.209 mmol) and triethylamine (58 0.418 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 32-2 as a white solid. MS m/z (M+H): calculated = 445.1794; observed = 445.1808. NMR delta (ppm)(CHCl3-d): 8.50-8.43 (1 H, m), 7.14 (1 H, d, J = 8.42 Hz), 6.79-6.75 (1 H, m), 6.03 (1 H, d, J = 8.47 Hz), 5.10-5.01 (2 H, m), 4.18-4.08 (2 H, m), 3.90 (1 H, dd, J = 13.05, 3.18 Hz), 3.83-3.66 (3 H, m), 3.58-3.50 (1 H, m), 3.41 (3 H, d, J = 10.20 Hz), 2.15 (2 H, t, J = 14.76 Hz), 1.96 (4 H, d, J = 20.07 Hz).

3209-71-0, 3209-71-0 Isoxazole-3-carboxylic Acid 11286453, aIsoxazoles compound, is more and more widely used in various fields.

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

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.

N-(2-(2-Phenylthiazol-4-yl)ethyl)isoxazole-3-carboxamide To a solution of the 2-(2-phenylthiazol-4-yl)ethan-1 -amine (80 mg, 0.39 mmol) in DMF (1 ml) was added the 1 ,2-oxazole-3-carboxylic acid (53 mg, 0.47 mmol), EDCI (91 mg, 0.47 mmol) and DMAP (5 mg, 0.04 mmol). The reaction mixture was stirred at 45 C for 18 h. Water (approximately 2 ml) was added to the reaction mixture and the product extracted with ethyl acetate (three times). The organic layers were combined and dried with magnesium sulphate. All of the volatiles were remove in vacuo and the crude material was purified by column chromatography, eluting with 10% ethyl acetate/petroleum spirit to obtain the desired product as a pale-orange oil (17 mg, 15%). LRMS [M+H]+ 300.1 m/z; HRMS [M+H]+ 300.0801 m/z, found 300.0802 m/z; 1 H NMR (400 MHz, DMSO) delta 9.08 (d, J = 1 .7 Hz, 1 H), 8.94 (t, J = 5.6 Hz, 1 H), 8.06 – 7.81 (m, 2H), 7.58 – 7.45 (m, 3H), 7.44 (s, 1 H), 6.88 (d, J = 1 .7 Hz, 1 H), 3.63 (dd, J = 13.1 , 7.2 Hz, 2H), 3.03 (t, J = 7.2 Hz, 2H).

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

Reference£º
Patent; MONASH UNIVERSITY; THE UNIVERSITY OF WESTERN AUSTRALIA; BAELL, Jonathan; PIGGOTT, Matthew; RUSSELL, Stephanie; TOYNTON, Arthur; RAHMANI, Raphael; FERRINS, Lori; NGUYEN, Nghi; (178 pag.)WO2015/172196; (2015); 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.

a) Ethyl 5-(isoxazol-3-yl)-1,2,4-oxadiazole-3-carboxylate Ethyl aminohydroxyiminoacetate (3.78 mmol, 0.5 g), 3-isoxazolecarboxylic acid (3.78 mmol, 0.428 g) and 1,3-diisopropylcarbodiimide (4.16 mmol, 0.525 g) were dissolved in DCM (70 ml) under nitrogen atmosphere. The mixture was stirred at RT for a day. The solvent was evaporated to dryness and the residue was dissolved in pyridine and refluxed for 6 h and overnight at RT. Pyridine was evaporated and the residue was diluted with DCM and water. The aqueous phase was extracted four times with DCM. The combined organics were washed with aqueous HCl solution, saturated NaHCO3, water and brine. The organic phase was dried, filtered and evaporated. The crude product was purified by flash chromatography. 0.396 g of the title compound was obtained. Rotamers were obtained in 1H-NMR and analysis was repeated at elevated temperature. 1H-NMR (400 MHz, DMSO-d6, +60 C.): delta 1.38 (t, 3H), 4.49 (q, 2H), 7.21 (d, 1H), 9.05 (d, 1H).

3209-71-0, As the paragraph descriping shows that 3209-71-0 is playing an increasingly important role.

Reference£º
Patent; ORION CORPORATION; Toermakaengas, Olli; Wohlfahrt, Gerd; Salo, Harri; Ramasurbamanian, Rathna Durga; Patra, Pranab Kumar; Martin, Arputharaj Ebenezer; Heikkinen, Terhi; Vesalainen, Anniina; Moilanen, Anu; Karjalainen, Arja; US2014/94474; (2014); 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.

Solid NaH (60% wt in oil) (425 mg, 10.6 mmol) was added to a THF solution (50 mL) of isoxazole-3-carboxylic acid (1.0 g, 8.8 mmol). After 15 min neat ethylchloroformate (1.0 mL, 10.6 mmol) was added. After 45 min a 7 N ammonia solution in MeOH (5.0 mL, 35 mmol) was added. After 30 min the mixture was diluted with EtOAc washed with water and brine, dried (Na2SO4) and dry packed onto silica gel. Column chromatography gave 600 mg of the title compound., 3209-71-0

3209-71-0 Isoxazole-3-carboxylic Acid 11286453, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BARBAY, J., Kent; CHAKRAVARTY, Devraj; SHOOK, Brian, Christopher; WANG, Aihua; WO2010/45006; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

3209-71-0, Isoxazole-3-carboxylic Acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Aromatic or non-aromatic heterocyclic acid (1 eq) and HATU (1.2 eq) were weighed out and transferred to a vial to which DMF and DIPEA (3-5 eq) were subsequently added. The amine(HNRR) was added to the reaction mixture as a free base or HCl salt after a short period and the reaction was stirred atroom temperature or at 50 C. for 2-18 hours. Reaction conversion wasmonitored by LCMS. Upon completion, the reaction was cooled and the crudeproduct was triterated via addition ofwater and collected by filtration orextracted with sat ammonium chloride and DCM. Trituration or purification by chromatography gave the amide., 3209-71-0

As the paragraph descriping shows that 3209-71-0 is playing an increasingly important role.

Reference£º
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem