Heterocyclic Building Blocks-isoxazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of Compound 24a (120 mg, 0.31 mmol) and Compound INT-003 (90 mg, 0.32 mmol) in toluene (3 mL) was added CS2CO3 (200 mg, 0.61 mmol), Rockphos (13 mg, 0.03 mmol), [PdCl(allyl)]2(4 mg, 0.01 mmol). The reaction was stirred for 4 h at 80C under N2atmosphere. The filtrate was concentrated under vacuum after filtration. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 : 1) This resulted in 110 mg (61%) of the title compound as a solid. LC-MS (ESI, m/z): [M+H]+= 582.3

946426-89-7, The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HEPAGENE THERAPEUTICS, INC.; XU, Xiaodong; (106 pag.)WO2018/75207; (2018); 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: To a solution of an acid (2 equiv) in DMF (0.1 mL) were added a solution of an alcohol (0.013 mmol) in DMF (0.1 mL) and a solution of DMAP (2 equiv) in DMF (0.1 mL). To this resulting solution was added a suspension of EDAC (2.7 equiv) in DMF (0.1 mL). The mixture was shaken at 50 C overnight. The crude was subjected to preparative LCMS purification, giving an ester., 21169-71-1

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

Reference£º
Patent; LEO PHARMA A/S; LIANG, Xifu; LARSEN, Jens; NIELSEN, Simon Feldbaek; ANDERSEN, Peter; (97 pag.)WO2018/108910; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

31329-64-3, 3,5-Dimethylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

31329-64-3, EXAMPLE 17 Compound CQ Thionyl chloride (0.46 mL) is added to a solution of 5-cyclopentyloxy-6-methoxynicotinic acid (500 mg) and dimethylformamide (1 drop) in toluene (10 mL). The mixture is heated and stirred at reflux for 1 hour. The mixture is cooled, concentrated, and the residue dissolved in dichloromethane (5 mL). This solution is added dropwise to a solution of 4-amino-3,5-dimethylisoxazole (168 mg) and triethylamine (0.21 mL) in dichloromethane (20 mL). The resulting mixture is stirred at room temperature for 2 hours then at reflux for 1 hour. The cooled mixture is washed with water, 2 M aqueous hydrochloric acid, water, then dried (MgSO4). After concentration the yellow oily residue is triturated with a mixture of n-pentane and methyl t.butyl ether to give 5-cyclopentyloxy-N-(3,5-dimethylisoxazol-4-yl)-6-methoxynicotinamide (240 mg) as a buff solid, m.p. 139-40 C. [Elemental analysis: C, 61.3; H, 6.40; N, 12.4% calculated: C, 61.6; H, 6.39; N, 12.68%.]

31329-64-3 3,5-Dimethylisoxazol-4-amine 182040, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Aventis Pharma Limited; US6472412; (2002); B1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4369-55-5,5-Amino-3-phenylisoxazole,as a common compound, the synthetic route is as follows.,4369-55-5

Synthesis of N-(3-Phenyl-isoxazol-5-yl)-malonamic acid ethyl ester A solution of 3-phenyl-isoxazol-5-ylamine (500 mg, 0.31 mmol) and mono-ethyl malonyl chloride (56 mg, 0.37 mmol) in dichloromethane (2 mL) was stirred at ambient temperature overnight. The mixture was diluted with water and extracted with dichloromethane. The dichloromethane layer was washed with saturated sodium bicarbonate solution, followed by brine, dried over Na2SO4, concentrated to afford 78 mg (92.85percent Yield) of N-(3-phenyl-isoxazol-5-yl)-malonamic acid ethyl ester.

4369-55-5 5-Amino-3-phenylisoxazole 261201, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; FOREST LABORATORIES HOLDINGS LIMITED; US2009/239848; (2009); A1;,
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

General procedure: General procedure forthe preparation of oxazolo[5,4-b]quinoline- fused spirooxindoles 4a-t: A reaction of isatin(1 mmol),beta-diketone (1 mmol) and5-amino-3-methylisoxazole (1 mmol) were mixed and irradiated in a closed vesselin the absence of any solvent in a Synthos 3000 microwave reactor at 700 W, 14 bar,and 110 C for 10 min. The reaction was monitored by TLC. Then, thereaction mixture was filtered hot and the resulting solid products were washed with ethanol, dried in air and recrystallized from ethanol., 14678-02-5

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

Reference£º
Article; Yuvaraj, Panneerselvam; Manivannan, Karthikeyan; Reddy, Boreddy S.R.; Tetrahedron Letters; vol. 56; 1; (2015); p. 78 – 81;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1750-42-1, Isoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of bromoacetylbromide (5.36 ml, 61.6 mmol) in diethylether (100 ml) at -40 0C is added, dropwise over 20 minutes, a solution of 3-aminoisoxazol (5.0 ml, 67.0 mmol) and triethylamine (8.5 ml, 61.4 mmol) in diethylether (20 ml). Additional diethylether (50 ml) is added and stirring continued for 3 hours. The reaction mixture is filtered and the solution then washed with 1 M sodium carbonate solution, 1 M hydrochloric acid and brine. Concentration followed by purification by flash silica column chromatography (ethyl acetate/ iso-hexane 4:7) gives the title compound as a white solid., 1750-42-1

As the paragraph descriping shows that 1750-42-1 is playing an increasingly important role.

Reference£º
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/66929; (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.35166-33-7,3-Hydroxymethyl-5-methylisoxazole,as a common compound, the synthetic route is as follows.

Example 22 3- [ (4-METHOXYPHENYL) AMINO]-1- [ (5-METHYLISOXAZOL-3-YL) METHYL]-4-PHENYL-LH-PYRROLE- 2,5-dione To a solution of 3- [ (4-methoxyphenyl) amino]-4-phenyl-lH-pyrrole-2, 5-dione (0.17 mmol, 50 mg), 5-methylisoxazole-3-methanol (0.19 mmol, 21 mg) and diethyl azodicarboxylate (0.19 mmol, 33 mg) in dry THF (1 mL) was added triphenylphosphine (0.19 mmol, 49 mg) in dry THF (1 mL). The mixture was heated in a microwave reactor at 130C for six min.. After cooling, the reaction mixture was purified by HPLC (95% 0. 1M ammonium acetate buffer: 5% CH3CN E 100% CH3CN) to give 14 mg (21%) of the title compound. IH NMR (400 MHz, CDCL3) 6 7.23 (bs, 1H), 7. 16-7. 06 (m, 3H), 7. 01-6. 96 (m, 2H), 6.63-6. 53 (m, 4H), 6. 03 (d, J=0.7 Hz, 1H), 4. 82 (s, 2H), 3.70 (S, 3H), 2.39 (d, J=0.7 Hz, 3H)., 35166-33-7

The synthetic route of 35166-33-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; WO2005/5417; (2005); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

59669-59-9, 3-(tert-Butyl)isoxazol-5-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59669-59-9, Step 1: Synthesis of compound F-2. Trichloroethyl chloroformate (1.1 mL, 8.6mmol) is added to a mixture of 1 g (7.1 mmol) of compound F-l and 1.8 g (21.4 mmol) of sodium hydrogen carbonate in ethyl acetate/water (1/1, 20 mL) at room temperature. The resulting mixture is vigourously stirred for 3 d and then additional trichloroethyl chloroformate (1.1 mL, 8.6mmol) and sodium hydrogen carbonate (1.8 g, 21.4 mmol) are added. The mixture is stirred for a further 3 h. The aqueous layer is separated and extracted with ethyl acetate (2 x 25mL). The organic layers are combined, dried over MgS04, filtered and the filtrate isconcentrated under reduced pressure. The residue is purified by column chromatography (silica, eluent: ethyl acetate/heptanes) followed by trituration with heptanes to give 397 mg of compound F-2. Yield: 18percent; ES-MS: m/z 315 [M+H]; *H NMR (250 MHz,CHLOROFORM-if) delta ppm 1.33 (s, 9 H) 4.86 (s, 2 H) 6.11 (s, 1 H) 7.68 (br. s., 1 H)

The synthetic route of 59669-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HICKEY, Eugene Richard; RIETHER, Doris; ERMANN, Monika; WO2012/12307; (2012); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

21080-81-9, Ethyl 5-cyclopropylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,21080-81-9

Into a 10-L round-bottom flask was placed ethyl 5-cyclopropylisoxazole-3- carboxylate (280 g, 1.55 mol, 1.00 equiv) and a solution of sodium hydroxide (74.3 g, 1.20 equiv) in water (4 L). The resulting solution was stirred for 1 h at room temperature. The resulting mixture was washed with ether. The pH value of the aqueous solution was adjusted to 2-3 with hydrochloric acid (12N). The resulting solution was extracted with ethyl acetate and the organic layers combined and concentrated under vacuum. This resulted in 220 g (93%>) of 5-cyclopropylisoxazole-3-carboxylic acid as an off- white solid. LCMS (method A, ESI): RT = 1.99 min, m/z = 153.9 [M+H]+. 1H-NMR (300 MHz CDCls): 8.42(brs, 1H), 6.37(s, 1H), 2.16-2.05(m, 1H), 1.29-1.12(m, 2H), 1.12-0.99(m, 2H) ppm.

21080-81-9 Ethyl 5-cyclopropylisoxazole-3-carboxylate 55251041, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; EPIZYME, INC.; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MITCHELL, Lorna Helen; PETTER, Russell C.; SCHWARTZ, Carl Eric; (62 pag.)WO2016/40511; (2016); A1;,
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

To a solution of methyl 2-(4-hydroxyphenyl)acetate (3.0 g, 18.0 mmol) indimethylforrn amide (35 mL) was added potassium carbonate (3.7 g, 27.1 mmol), and the reaction mixture was stirred at rt for 30 min.4-(chloromethyl)-3, 5-dimethylisoxazole(2.62 g, 21.6 mmol) was then added and the resulting mixture was stirred at 80 C for 6 h. After completion of the reaction, water (30 mL) was added and the reaction mixture was extracted with ethyl acetate (2 x 50 mL). The organic layer was dried over Na2S04 and concentrated to obtain a crude product which was purified by silica gel column chromatography using (30% EtOAc/hexanes) to provide the title compound (3.3 g, 67%). U NMR (400 MHz, DMSO-d6) delta ppm 7.17-7.20 (d, 2 i n. 6.94-6.96 (d, 2 H), 4.88 (s, 2 H), 3.60 (USD, 3 H), 3.41 (s, 2 H), 2.39 (s, 3 H), 2.20 (s, 3 H). MS (ES1+) === 276.12 (M ¡¤ i l )., 19788-37-5

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

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19635; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem