Heterocyclic Building Blocks-isoxazole

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.

To a solution of 3,5-dimethylisoxazole-4-carboxylic acid (8c, 2.0 g, 14.17 mmol) in THF (50 mL) was added N,O-dimethylhydroxylamine hydrochloride (4.25 g, 43.61 mmol), HATU (16.6 g, 43.66 mmol) and DIPA (36.9 g, 118.98 mmol). The reaction mixture was stirred at room temperature overnight. After the reaction was completed, water was added and the aqueous layer was extracted with ethyl acetate (50 mL ¡Á 4). The organic layer was dried over sodium sulfate, and concentrated. The crude product was chromatographed on silica gel to give compound 9c (2.2 g, 84%)., 2510-36-3

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

Reference£º
Article; Chang, Shaohua; Guo, Zhuang; Li, Xue; Sun, Tianwen; Wang, Hai; Wang, Xiaowei; Wang, Yazhou; Xu, Guofeng; Xu, Tianwei; Yu, Wenying; Yu, Zhuangzhuang; Zhang, Yan; Zhao, Liwen; European Journal of Medicinal Chemistry; vol. 198; (2020);,
Isoxazole – Wikipedia
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10558-25-5, 4-Bromo-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 106: (3, 5-Dimethyl-1, 2-oxazol-4-yl) boronic acidTo a 500 mL three RB flask fitted with magnetic stirrer was charged 4-bromo-3,5- dimethyl-1 ,2-oxazole(4.0g, 22.7 mmol) in THF(40 mL), cooled -78 C. To the stirred solvent was added n-butyl lithium (28.4 mL, 1.6M solution, 45.0 mmol) drop wise and stirred at – 65 C about 30 minutes. The RM was brought to -78 C, was added tri-isopropyl borate (12.81 g, 68.0 mmol), once the temperature to reached room temperature and stirred about 16h. Then removed the solvent under reduced pressure and quenched with saturated NH4CI solution and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous Na2S04 and removed the solvent under reduced pressure. The obtained crude material was purified by silica gel column chromatography to obtain white solid. (0.4 g, yield: 12.5%)., 10558-25-5

10558-25-5 4-Bromo-3,5-dimethylisoxazole 318421, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; CONNEXIOS LIFE SCIENCES PVT. LTD.; RANGANATH RAO, Jagannath Madanahalli; ARUMUGAM, Nagarajan; ANSARI, Mohd Mudabbir; GUDLA, Chandrasekhar; PACHIYAPPAN, Shanmugam; RAMALINGAM, Manivannan; GEORGE, Jenson; ARUL, George Fernanda; BOMMEGOWDA, Y, Kenchegowda; ANGUPILLAI, Sathesh Kumar; KOTTAMALAI, Ramamoorthy; JIDUGU, Pradeep; RAO, D, Shivanageshwara; WO2012/11125; (2012); A1;,
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42831-50-5,42831-50-5, 5-Methylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(iv) 5-Methylisoxazol-4-yl carbonyl chloride Thionyl chloride (118 g) was added to 5-methylisoxazol-4-yl carboxylic acid (42 g) and stirred at room temperature as dimethylformamide (0.2 ml) was added. The solution was heated under reflux for 2 hours with stirring. Excess thionyl chloride was removed in vacuo at 50C, then the residue was distilled through a 15 cm Vigreaux column at reduced pressure to give an oil, b.p. 32-34C/0.1 mm Hg.

As the paragraph descriping shows that 42831-50-5 is playing an increasingly important role.

Reference£º
Patent; LILLY INDUSTRIES LIMITED; EP257882; (1991); B1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228689-61-9,Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate,as a common compound, the synthetic route is as follows.

Lithium hydroxide (2g, 47.7mmol) was added to a solution of 5-(4-bromo-phenyl)-3-methyl- isoxazole-4-carboxylic acid methyl ester (7g, 23.6mmol) in MeOH (5OmL) and H2O (1OmL), and the reaction was stirred at 6O0C for 1 hour. Acidic work-up the title compound., 1228689-61-9

The synthetic route of 1228689-61-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John Howard; SEIDERS, Thomas Jon; WANG, Bowei; ARRUDA, Jeannie M.; ROPPE, Jeffrey Roger; PARR, Timothy; WO2010/141761; (2010); A2;,
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.1136-45-4,5-Methyl-3-phenylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

5.0 g of commercially-available ArgoGel-MB-CHO ResinR (0.4 mmol/g) was suspended in DMF (20 ml) and AcOH (1.0 ml), and then methylamine hydrochloride (405 mg) and NaBH(OAc)3 (2.12 g) were added thereto in order, and stirred at room temperature for 12 hours. The reaction mixture was filtered, and the residual resin was washed with DMF, MeOH, THF and methylene chloride in that order twice each, and then dried. Dewatered methylene chloride (30 ml) was added to the thus-obtained resin to suspend it therein, and then N,N-diisopropylethylamine (5.2 ml), 5-methyl-3-phenylisoxazole-4-carboxylic acid (2.03 g) and DMC (1.70 g) were added thereto in that order, and stirred at room temperature for 1 hour. The reaction mixture was filtered, and the residual resin was washed with DMF, MeOH, THF and methylene chloride twice each, and then dried to obtain the resin of formula (II).

1136-45-4, 1136-45-4 5-Methyl-3-phenylisoxazole-4-carboxylic acid 14343, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1408042; (2004); A1;,
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Isoxazole | C3H3NO – PubChem

13999-39-8, 3-Amino-4,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

13999-39-8, Example 7; N-(3,4-Dimethyl-5-isoxazolyl)-2-(4-(2-butyl-4-oxo-l,3-diazospiro[4.4]non-l-en- 3yl)methyl-2-ethoxymethylphenyl)phenylsulfonamide (Compound 1); [0062] To a solution of 5-amino-3,4-dimethylisoxazole (60 mg, 0.54 mmol) in THF at -60 C was added dropwise potassium tert-butoxide (1 mL of 1 M solution) followed by a solution of crude 2-(4-((2-butyl-4-oxo-l,3-diazaspiro[4.4]non-l-en-3- yl)methyl)-2-ethoxymethylphenyl)benzenesulfonyl chloride (Compound 16) (0.28 g, 0.54 mmol) in THF (4 mL). The resulting mixture was stirred at about -60 C for 1 hour, allowed to warm to room temperature overnight, and then quenched with IN HCl solution to about pH 4. Standard workup of extraction with ethyl acetate, washing with water, drying, and concentration provided the final compounds as a white solid. 1H NMR (400 MHz, CDCl3) 8.03 (dd, J = 8.0 and 1.2, IH), 7.60 (td, J = 7.5 and 1.5, IH), 7.50 (td, J = 7.7 and 1.5, IH), 7.36 (s, IH), 7.28 (d, J= 2.1, 1 H), 7.25 (dd, J = 7.5 and 1.2, IH), 7.09 (dd, J= 7.9 and 1.6, IH), 6.61 (bs, IH), 4.77 (AB quartet, J= 15.5 and 8.1, 2H), 4.18 (AB quartet, J= 12.0 and 35, 2H), 3.45-3.32 (m, 2H), 2.39 (t, J= 7.5, 2H), 2.26 (s, 3H), 2.02- 1.84 (m, 8H), 1.82 (s, 3H), 1.63 (quint, J = 7.5, 2H), 1.37 (sextet, J = 7.3, 2H), 1.07 (t, J = 7.0, 3H), and 0.90 (t J= 7.3, 3H).

As the paragraph descriping shows that 13999-39-8 is playing an increasingly important role.

Reference£º
Patent; PHARMACOPEIA, LLC; ZHI, Lin; PICKENS, Jason; VAN OEVEREN, Cornelius, A.; HENDERSON, Ian; WO2010/135350; (2010); A2;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3405-77-4,5-Methylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of carboxylic acid (5 g) in CH2Cl2 (400 ml) at 0 C. was added N(OCH3)CH3.HCl (11.5 g), DEC (15.1 g), HOBt (5.3 g) and NMM (43 ml) and stirred for 14 hr. The mixture was diluted with CH2Cl2 (100 ml) and the organic layer was washed with 10percent HCl, saturated sodium bicarbonate and brine, dried with Na2SO4, and concentrated in vacuo to afford 5.74 g of crude product (85percent)., 3405-77-4

The synthetic route of 3405-77-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Schering Corporation; US2004/106794; (2004); 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

Step-4: N-(2-(5-(methoxymethyl)-1,3,4-thiadiazol-2-yl)ethyl)-5-phenylisoxazole-3-carboxamide To an ice-cooled suspension of 5-phenyl-isoxazole-3-carboxylic acid (2.08 g, 0.011 mol) in DCM (40 mL) was slowly added T3P solution (10.5 mL, 0.016 mol, 50% solution in EtOAc) followed by addition of triethylamine (2.23 g, 0.022 mol) and solution of 2-(5-methoxymethyl-[1,3,4]thiadiazol-2-yl)-ethylamine (1.88 g, ca. 0.011 mol) in DCM (10 mL). The reaction mixture was stirred at room temperature for 18 h and quenched onto ice-water (150 mL). Separated DCM layer was washed with saturated NaHCO3 solution (3*75 mL), water (2*50 mL) and brine (100 mL). Organic layer was dried over anhydrous Na2SO4 and concentrated under vacuum to obtained crude solid product. The crude solid was triturated in diethyl ether (50 mL), filtered and dried to afford desired product. Yield: 48%; Appearance: off-whites solid Analytical data: 1H NMR (400 MHz, CDCl3): delta 7.79-7.76 (m, 2H), 7.50-7.46 (m, 3H), 7.41 (br, 1H), 6.93 (s, 1H), 4.82 (s, 2H), 3.99-3.94 (m, 2H), 3.45 (s, 3H), 3.42-3.41 (m, 2H). LC-MS: (M+H)+ 345.0; HPLC Purity: 99.87% at 254 nm & 99.32% at 220 nm.

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

Reference£º
Patent; PROTEOSTASIS TEHRAPEUTICS, INC.; Bastos, Cecilia M.; Munoz, Benito; Tait, Bradley; (48 pag.)US2017/1993; (2017); A1;,
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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

Compound 1f (R1=4-Cl, R2=6-Br, X=O) (70 mg, 0.16 mmol),3,5-Dimethylisoxazole-4-carboxylic acid (31 mg, 0.22 mmol),1-hydroxybenzotriazole (HOBt) (30 mg, 0.22 mmol) and1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) (42 mg, 0.22 mmol),in room temperature,The reaction was carried out in anhydrous dichloromethane (5 ml) for 12 hours.Wash with saturated brine,Extracted with dichloromethane,Dry over anhydrous sodium sulfate,The organic layer was separated by silica gel column chromatography.Obtained a pale yellow powder of 37 mg.The yield was 41%., 2510-36-3

As the paragraph descriping shows that 2510-36-3 is playing an increasingly important role.

Reference£º
Patent; Sun Yat-sen University; Zhang Hui; Bai Chuan; Pan Ting; Wu Liyang; (17 pag.)CN108610301; (2018); A;,
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, Compound 61: {2-[(6,7-Dimethoxy-4-quinolyl)oxy]-5-methylphenyl}(5-isoxazolyl)methanone; 4-(2-Bromo-4-methylphenoxy)-6,7-dimethoxyquinoline (100 mg) was dissolved in tetrahydrofuran (6 ml) to prepare a solution which was then cooled to -78C. A 1.59 M n-butyllithium/hexane solution (0.4 ml) was added to the solution, and the mixture was stirred at -78C for 20 min. Isoxazole-5-carbonyl chloride (0.2 ml) was added to the reaction solution, and the mixture was stirred at room temperature overnight. Further, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using acetone-chloroform to give the title compound (27 mg, yield 26%). 1H-NMR (CDCl3, 400 MHz): delta 2.48 (s, 3H), 4.01 (s, 3H), 4.02 (s, 3H), 6.46 (d, J = 5.4 Hz, 1H), 6.81 (d, J = 1.9 Hz, 1H), 7.13 (d, J = 8.3 Hz, 1H), 7.24 (s, 1H), 7.40 (s, 1H), 7.49 (dd, J = 1.9, 8.3 Hz, 1H), 7.59 (d, J = 1.7 Hz, 1H), 8.25 (d, J = 1.9 Hz, 1H), 8.46 (d, J = 5.4 Hz, 1H) Mass spectrometric value (ESI-MS, m/z): 391 (M+1)+

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

Reference£º
Patent; KIRIN BEER KABUSHIKI KAISHA; EP1548008; (2005); A1;,
Isoxazole – Wikipedia
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