Heterocyclic Building Blocks-isoxazole

100499-66-9, 5-Methylisoxazol-4-amine hydrochloride is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(A-70) According to the method of the reference(J. Org. Chem. 1987, 52, p2714), (5-methylisoxazole-4-yl)amine hydrochloride(16.15g, 120mmol) was reacted with 4-fluorophenylacetyl chloride(20.8g, 120mmol) in the presence of triethylamine to give 2-(4-fluorophenyl)-N-(5-methylisoxazole-4-yl)acetamide(22.55g, yield:80%). NMR(CDCl3)delta: 2.28(3H, s), 3.69(3H, s), 6.71(1H, brs), 7.06-7.20(2H, m), 7.26-7.32(2H, m), 8.46(1H, s)., 100499-66-9

As the paragraph descriping shows that 100499-66-9 is playing an increasingly important role.

Reference£º
Patent; SHIONOGI & CO., LTD.; EP1422218; (2004); 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.1750-42-1,Isoxazol-3-amine,as a common compound, the synthetic route is as follows.

General procedure: The heterocyclic amines (1a-h, 10 mmol) were dissolved in 10 mL water followed by addition of 40 mL of 6M HCl and the systems were cooled in the ice-salt bath down to -10C. Afterwards, an aqueous solution of NaNO2 (10 mmol, 0.7g/5 mL H2O) was added slowly drop by drop and stirred vigorously on a magnetic stirrer. After 15 min, fresh solution of 4-hydroxycoumarin (3, 10 mmol, 1.62 g) in 10 mL NaOH (10 wt.) was added. Intensively colored and voluminous precipitates (4a-h) were obtained immediately which were stirred 15 min. in the bath and 30 min. on room temperature. Finally, they were filtrated by vacuum, washed 3 times with distilled water and dried on air. The purification was carried out by the technique of recrystallization using ethanol as solvent.

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

Reference£º
Article; Jashari, Ahmed; Imeri, Faik; Ballazhi, Lulzime; Shabani, Agim; Mikhova, Bozhana; Draeger, Gerald; Popovski, Emil; Huwiler, Andrea; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2655 – 2661;,
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: A mixtureof CSA (23.2mg, 0.10mmol), 5-amino-3-methylisoxazole,(1.00mmol), isatin (1.00mmol), and -diketones(1.00mmol) in 5mL EtOH was irradiated with ultrasoundof low power at 70?C for the period of time indicated inScheme 2 and Table 3. After completion of the reaction, asindicated by TLC monitoring, the resultant solid was washedwith water and crystallized from ethanol to give productsa-d., 14678-02-5

As the paragraph descriping shows that 14678-02-5 is playing an increasingly important role.

Reference£º
Article; Pelit, Emel; Journal of Chemistry; vol. 2017; (2017);,
Isoxazole – Wikipedia
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4857-42-5, 3-Methylisoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 1 (5g) in EtOH(100mL) was added thionyl chloride(3.44mL), and the resulting solution was stirred at 50 C. After termination of this reaction, the solution was cooled to room temp. and the volatile was removed under reduced pressure. The residue was dissolved in EtOAc and partitioned between Na2CO3 soln. and EtOAc, then extracted with EtOAc. The extraction was washed with water, brine and dried with MgSO4 and concentrated in vacuo to give ethylester(6.3g). To a solution of tetramethylammonium nitrate(6.81g) in CH2Cl2 (40mL)was added trifluoromethanesulfonic acid anhydride(8.41mL). Ethylester(5.17g) in CH2Cl2 (15ml)was added to the solution and the resulting mixture was refluxed overnight. The reaction mixture was cooled to room temp. and added sat. NaHCO3 soln., then partitioned between water and EtOAc and extracted with EtOAc. The extraction was washed with water and brine, dried with MgSO4 and concentrated in vacuo. The residue was purified by silicagel columnchromatography to give 16 (5.38g).

4857-42-5, As the paragraph descriping shows that 4857-42-5 is playing an increasingly important role.

Reference£º
Patent; SHIONOGI & CO., LTD.; EP1894919; (2008); 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 stirred solution of 2,4-Dihydroxy-benzoic acid methyl ester (14) (1 g, 5.949 mmol) in DMF (2 mL), K2C03 (1.64 g, 11.898 mmol) and 4-Chloromethyl-3,5-dimethyl- isoxazole (4) (0.75 mL, 5.949 mmol) were added and the reaction was stirred at RT for 16 hours. The reaction mixture was diluted with ethyl acetate, washed with water and brine, dried over sodium sulfate and concentrated. The crude was purified by column chromatography (silica, gradient: 20-30% EtOAc in Hexane) to afford the Intermediate 15 (400 mg, 24%) as white solid., 19788-37-5

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

Reference£º
Patent; THE BROAD INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION; INSTITUTO CARLOS SLIM DE LA SALUD; BURNS, Sean, M.; WAGNER, Bridget, K.; VETERE, Amedeo; (189 pag.)WO2018/175324; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (prepared according to WO2010/142801, p. 147, 0.093 g) was dissolved in dichloromethane (5 ml) and 1,1′-carbonyldimidazole (0.089 g) was added. The reaction mixture was stirred for 2 h at room temperature before (2E,4E)-7-butoxyhepta-2,4-dien-1-amine hydrochloride (0.120 g) and triethylamine (0.076 ml) were added. The reaction mixture was warmed to 40C and stirred overnight after which it was cooled to room temperature and washed with water. The organic layer was collected and evaporated in vacuo. The crude product was purified via flash column chromatography to yield the product as a white solid

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; Dr. August Wolff GmbH & Co. KG Arzneimittel; Soeberdt, Michael; Knie, Ulrich; Abels, Christoph; EP2666766; (2013); A1;,
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14678-05-8, Isoxazol-5-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred slurry of 4-methyl-3-[6-(4-methylpiperazin-l-yl)-4-oxoquinazolin- 3(4H)-yl]benzoic acid (0.3 g) and DMF (0.05 ml) in methylene chloride (30 ml) at 350C was added thionyl chloride (0.3 ml). The resultant yellow solution was stirred at 45C for 1.5 hours. The reaction mixture was concentrated to give a yellow / orange solid. The solid was stirred in methylene chloride (30 ml) at room temperature with 5-aminoisoxazole (0.11 g) and pyridine (0.2 ml) for 18 hours. The reaction mixture was washed with saturated NaHCO3 solution, brine and concentrated. The residue was purified by column chromatography on a silica column using initially methylene chloride and then a 9:1 mixture of methylene chloride and methanol as eluent. There was thus obtained the title compound (70 mg); NMR Spectrum: (DMSOd6) 2.19 (s, 3H), 2.25 (s, 3H), 2.49 (m, 4H), 3.30 (m, 4H), 6.43 (d, IH), 7.50 (d, IH), 7.62 (s, IH), 7.65 (m, 2H)3 8.08 (s, IH), 8.10 (m, IH), 8.13 (s, IH), 8.50 (d, IH), 12.04 (s, IH); Mass Spectrum: MH-H+ 444., 14678-05-8

The synthetic route of 14678-05-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/90143; (2006); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

62348-13-4, Isoxazole-5-carbonyl chloride is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,62348-13-4

A solution of Intermediate 15 (77 mg) in anhydrous acetonitrile (1.25 ml) was treated with isoxazole-5-carbonyl chloride (32 mg) and DIPEA (0.042 ml) and stirred at room temperature for 24 h. The solution was diluted with dichloromethane (5 ml), applied to an SPE cartridge (silica; 10 g) and eluted with 50-100% ethyl acetate in cyclohexane to give Example 94 as a yellow sold (63 mg). LCMS showed MH+=385; TRET=1.92 min.

62348-13-4 Isoxazole-5-carbonyl chloride 2736707, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Edlin, Christopher David; Holman, Stuart; Jones, Paul Spencer; Keeling, Suzanne Elaine; Lindvall, Mika Kristian; Mitchell, Charlotte Jane; Trivedi, Naimisha; US2009/131431; (2009); 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.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,2510-36-3

Example 1; 3,5-Dimethyl-isoxazole-4-carboxylic acid [2-methyl-4-(2(2S)-methyl- [1 ,3′(3 ‘ S)]bipyrrolidinyl- 1 ‘-yl)-phenyl] -amide; 2-Methyl-4-(2(2S)-methyl-[l,3′(3’S)]bipyrrolidinyl-r-yl)-phenylamine (330 mg, 1.15 mmol) was dissolved in DCM (6 mL) and DMF (2 mL), and the solution was cooled to an ice- water bath. To this solution was added powdered 3,5-dimethyl-isoxazole-4-carboxylic acid (168.9 mg, 1.38 mmol, 1.2 equiv.), N-methylmorpholine (280 mg, 3 equiv.), 1- hydroxylbenzotriazole (HOBT) (0.162 g, 1.19 mmol, 1.3 equiv.), sequentially, and finally EDC HCl (0.228 g, 1.19 mmol, 1.3 equiv. ). The resultant clear brown solution was stirred at r.t. overnight. TLC (10% MeOH in DCM) and LC/MS showed that the reaction was complete and the product peak (368) was detected. The reaction was quenched with saturated aqueous sodium bicarbonate solution (3 mL) and 3 mL of DCM. The two layers were separated, and the aqueous layer was extracted with DCM (5 mLx2). The combined DCM extracts were washed with sodium bicarbonate (5 mL), and brine (5 mL), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo to get a crude product which was purified on a silica gel column (25 g of silica gel) on Analogix to get the title compound as a tan solid, 200 mg (49% yield).LCMS: Rx = 1.54 minutes, MS: 383 (M+H).1H NMR (CDCl3, 300MHz), delta (ppm): 7.44 (m, IH), 6.92 (bs, IH), 6.40 (bs, IH), 6.39 (bs, IH), 3.50 (m, IH), 3.4-3.2 (m, 4H), 3.00 (m, IH), 2.78 (m, IH), 2.66 (bs, 3H), 2.48 (bs, 3H), 2.5 (m, IH), 2.26 (s, 3H), 2.18 (m, IH), 2.00 (m, 2H), 1.79 (m, 2H), 1.48 (m , IH), 1.14 (d, 6.3 Hz, 3H).

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

Reference£º
Patent; SANOFI-AVENTIS; WO2009/52062; (2009); 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.

Step e: 6-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester To a suspension of sodium hydride (55% dispersion in mineral oil, 852 mg, 20 mmol) in THF (27 mL) was added a solution of [3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-yl]-methanol (103 mg, 0.55 mmol) (3.68 g, 18 mmol) in THF (54 mL) at 0 C. and the reaction mixture warmed to room temperature over 30 min. Then a solution of methyl 6-chloronicotinate (3.35 g, 20 mmol) in THF (1.5 mL) was added dropwise at 0 C. and the reaction mixture was stirred at room temperature overnight. The reaction mixture was then poured into aqueous sodium chloride (saturated) and the mixture was extracted with ethyl acetate. The combined organic layers were then washed with water and brine and then dried over sodium sulfate, filtered and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=7:3) afforded the title compound (81 mg, 47%) which was obtained as a light yellow solid. MS: m/e=343.3 [M+H]+.

1018297-63-6, The synthetic route of 1018297-63-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffmann-La Roche Inc.; Dott, Pascal; Grassmann, Olaf; Kammerer, Michael; Manns, Joachim; Schwitter, Urs; Thomas, Andrew; Wyttenbach, Nicole; US2013/172329; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem