Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.28883-91-2,5-Amino-3-(4-methylphenyl)isoxazole,as a common compound, the synthetic route is as follows.

General procedure: To a stirred solution of ynamide 4a (57.0 mg, 0.2 mmol) in DCE (2.0 mL, 0.1 M) was added isoxazol-5-amine 8a (21.6 mg, 0.22 mmol, 1.1 equiv), followed by AgNTf2 (3.9 mg, 5 mol %). The resulting mixture was placed into an oil bath of 80 C with stirring for 2 h generally, monitoredby TLC. After completion, the reaction mixture was cooled and the desired product was precipitated. The solid was filtered and washed with DCM twice, then dried in a vacuum drying oven at 50 C for 24 h to give the pure pyrrole product 10aa, 75.8 mg, 99% yield. For products 10ab-ae, 10ka-la, the purification method was as follows: evaporation of volatiles under reduced pressure to give the residue, which was suffered from column chromatographyon silica gel (petrol ether/ethyl acetate 1:1-1:2, v/v) to afford the pure pyrrole., 28883-91-2

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

Reference£º
Article; Cao, Ziping; Zhu, Jiekun; Liu, Li; Pang, Yuanling; Tian, Laijin; Sun, Xuejun; Meng, Xin; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 2623 – 2630;,
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.57684-71-6,3-(Chloromethyl)isoxazole,as a common compound, the synthetic route is as follows.

57684-71-6, (c) 3-Diethylphosphonomethyl isoxazole 3-Chloromethyl isoxazole (1.41 g, 12 mmol) and triethylphosphite (3.13 ml, 18 mmol) were heated at 140 C. for 1 h. Distillation (short path) yielded the phosphonate (390 mg, 1.78 mmol, 15%); bp 110-120 C. at 0.7 mm Hg; deltaH (CDCl3) 1.30 (6H, t, J 7 Hz, OCH2 CH3), 3.30 (2H, d, JP-H 22 Hz, CH2 –P), 4.10 (4H, m, OCH2 CH3), 6.40 (1H, s, CH-4), 8.35 (1H, s, CH-5).

57684-71-6 3-(Chloromethyl)isoxazole 4913025, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Beecham Group p.l.c.; US4812470; (1989); A;,
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110256-15-0, 5-Cyclopropylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 5-cyclopropylisoxazole-3-carboxylic acid (300 mg, 1.9 mmol) in DMF (3 ml), was added HATU (1.1 17 g, 2.9 mmol). The reaction mixture was stirred for 20 min at room temperature. After being cooled to 0 C 1 ,4-dimethylpyrrolidin-3 -amine (250 mg, 2.1 mmol) and DIPEA (380 mg, 2.9 mmol) were added to the reaction mixture. It was stirred at room temperature for 2 hrs. Completion of the reaction was confirmed by TLC. After completion, water (30 mL) was added and the product was extracted with ethyl acetate (2 x 30 mL). The combined organic layer was washed with brine, dried over sodium sulfate and concentrated under vacuum to get the crude product which was purified by column chromatography using 1% MeOH in DCM. Distillation of the pure fractions afforded 392 mg of a mixture of diastereomers and enantiomers. The cis and trans isomers were separated by chiral prep. HPLC using 0.1% diethyamine in n- Heptane: IPA as the mobile phase. Evaporation of pure fractions afforded pure diastereomers. Yields of the isomers were 28 mg, 5.73 %) and (54 mg, 11.06 %). The NMR spectra and LC/MS of the isomers were 1H NMR (400 MHz, MeOD): delta 6.39 (s, 1H), 4.71-4.65 (m, 1H), 3.12 (dd, J = 7.2, 10.4 Hz, 1H), 2.98-2.94 (dd, J = 7.6, 9.2 Hz, 1H), 2.60-2.51 (m, 1H), 2.41 (s, 3H), 2.28 (t, J = 9.2 Hz, 1H), 2.21-2.14 (m, 1H), 1.18- 1.13 (m, 2H), 1.00-0.98 (m, 5H): LCMS: m/z = 249.9 [M+H]+, and 1H NMR (400 MHz, MeOD): delta 6.38 (s, 1H), 4.16-4.12 (m, 1H), 3.02 (dd, J = 7.6, 8.8 Hz, 1H), 2.88 (dd, J = 7.6,10.4 Hz, 1H), 2.70 (dd, J = 5.2, 10 Hz, 1H), 2.39 (s, 3H), 2.28-2.15 (m, 3H), 1.18- 1.12 (m, 5H), 1.00-0.97 (m, 2H); LCMS: m/z = 250.40 [M+H]+., 110256-15-0

The synthetic route of 110256-15-0 has been constantly updated, and we look forward to future research findings.

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Patent; EPIZYME, INC.; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MITCHELL, Lorna Helen; MUNCHHOF, Michael John; HARVEY, Darren Martin; (151 pag.)WO2016/40504; (2016); A1;,
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3405-77-4, 5-Methylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: N-protected-amino acid-OH or N-protected-peptide-OH (1?equiv) was dissolved in ? THF and cooled to??15?¡ãC. To the stirred solution, ? N-methylmorpholine (NMM) (1?equiv) and ? isobutylchloroformate (1?equiv) were added consecutively. After precipitation of ? N-methylmorpholine hydrochloride, the amine (1?equiv) was added and the mixture was allowed to warm to 25?¡ãC within 30?min. It was stirred for additional 90?min, and the solvent was removed under reduced pressure. The residue was dissolved in EtOAc and the solution was washed with H2O, saturated NaHCO3, 5percent citric acid and brine. The solvent was dried (MgSO4) and evaporated. The crude residue was purified by flash column chromatography to give the product.

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

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Article; Chuck, Chi-Pang; Chen, Chao; Ke, Zhihai; Chi-Cheong Wan, David; Chow, Hak-Fun; Wong, Kam-Bo; European Journal of Medicinal Chemistry; vol. 59; (2013); p. 1 – 6;,
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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.

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Patent; MERCK SHARP & DOHME CORP.; LAYTON, Mark, E.; PERO, Joseph, E.; RODZINAK, Kevin, J.; ROSSI, Michael, A.; WO2011/34741; (2011); A1;,
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36958-61-9, 5-(Bromomethyl)-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A stirred suspension of12(1 g, 3.9 mmol), 5-(bromomethyl)-3-methyl-1,2-oxazole (0.48 mL, 4.3 mmol) and potassium carbonate (1.13 g, 8.2 mmol) in DMF (10 mL) was heated to 80 C for 4 h. After cooling to room temperature the reaction mixture was added to ice-water (100 mL) and stirred for 30 min. The resulting pink precipitate was collected by filtration to afford the title compound (0.89 g, 65%) as a pink powder. 1H NMR (300 MHz, DMSO-d6) delta 8.05-8.00 (m, 2H), 7.94-7.88 (m, 2H), 6.65 (s, 1H), 6.60 (s, 1H), 5.54 (s, 2H), 4.32 (q,J= 7.1 Hz, 2H), 2.25 (s, 3H), 1.31 (t,J= 7.1 Hz, 3H). LC-MS: (High pH) tR1.11 min,m/z351.2 [M-H]-, 96% purity, 36958-61-9

As the paragraph descriping shows that 36958-61-9 is playing an increasingly important role.

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Article; Mould, Daniel P.; Bremberg, Ulf; Jordan, Allan M.; Geitmann, Matthis; Maiques-Diaz, Alba; McGonagle, Alison E.; Small, Helen F.; Somervaille, Tim C.P.; Ogilvie, Donald; Bioorganic and Medicinal Chemistry Letters; vol. 27; 14; (2017); p. 3190 – 3195;,
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Isoxazole | C3H3NO – PubChem

62348-13-4,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.

Compound 6 (14.21g, 30.39mmol) was added to absolute ethanol (150 mL), followed by gradual addition of isoxazol-5-carboxylic acid chloride (35mmol), stirring the reaction was warmed to reflux.After about 8 hours, the reaction was completed and TLC was used to monitor the end of the reaction.After the reactionsolution was allowed to stand for cooling, suction filtration, and the filter cake was washed with a small amount of anhydrous ethanol to obtain a white solid product N-(((4-(diphenyl[b,d]thiophen-3-yl)-7-) Oxy-2,2-dimethylpyridin-3-yl)methyl)sulfonyl)isoxazole-5-carboxamide, 15.73 g,yield 92%.

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

Reference£º
Patent; Zeng Qingqiang; (12 pag.)CN108586445; (2018); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.

62348-13-4, General procedure: A solution of the corresponding acyl chloride 1-10 (9.18 mmol) in chloroform (25 mL) was slowly added dropwise to a stirred solution of compounds a-c (4.59 mmol) in dry chloroform (40 mL) and pyridine (5 mL). The mixture was stirred for 48 h at room temperature. Solvents were removed under vacuum by rotatory evaporation and the residue was treated with water (100 mL) and purified.

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

Reference£º
Article; Ibanez, Elena; Plano, Daniel; Font, Maria; Calvo, Alfonso; Prior, Celia; Palop, Juan Antonio; Sanmartin, Carmen; European Journal of Medicinal Chemistry; vol. 46; 1; (2011); p. 265 – 274;,
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Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14441-90-8,5-Phenylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: Thionyl chloride (1.2 mL) was added at 0 C to the 3-phenylisoxazole-5-carboxylic acid 13 or the 5-phenylisoxazole-3-carboxylic acid 14 or the 5-(4-chlorophenyl)isoxazole-3-carboxylic acid 15 or the 3-(4-methylphenyl)isoxazole-5-carboxylic acid 16 (0.3 g, 1.58 mmol). The obtained suspension was stirred and heated at reflux for 16 h and then cooled at 0 C. At this temperature, a new addition of thionyl chloride (1.2 mL) was followed by another heating at reflux for 2 h. The reaction mixture was cooled at room temperature and the thionyl chloride excess was evaporated to dryness in vacuo. Anhydrous THF (2 mL) was added to the crude product. To the resulting solution, cooled at -5 C, was added dropwise a solution of appropriate amine (3.16 mmol) in dry THF (2 mL). The reaction mixture was stirred at room temperature for ca. 90 min (TLC, petroleum ether/ethyl acetate) and then the solid mass was filtered off and washed with THF. The filtrate was evaporated to dryness; the residue was treated with saturated sodium bicarbonate solution (20 mL) and extracted with dichloromethane (3¡Á15 mL). The combined organic phases were dried (Na2SO4) and evaporated to dryness to give the crude product, purified by flash-chromatography to give the desired amide.

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

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Article; Cosimelli, Barbara; Simorini, Francesca; Taliani, Sabrina; La Motta, Concettina; Da Settimo, Federico; Severi, Elda; Greco, Giovanni; Novellino, Ettore; Costa, Barbara; Da Pozzo, Eleonora; Bendinelli, Sara; Martini, Claudia; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4506 – 4520;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Reference Production Example 43 (0685) 60% Sodium hydride (2.45 g, 61.40 mmol) was added to dry N,N-dimethylformamide (40 ml) cooled to 0C, under a nitrogen atmosphere, and a dry N,N-dimethylformamide (30 ml) solution of ethyl 5-hydroxymethylisoxazole-3-carboxylate (7 g, 40.89 mmol) was added dropwise thereto over 15 minutes, and then the mixture was further stirred for 30 minutes. 2-Chlorobenzyl bromide (8.4 g, 40. 93 mmol) was added thereto, and the reaction mixture was heated to room temperature, and the mixture was stirred for 16 hours. The reaction mixture was poured into a saturated aqueous ammonium chloride solution, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with water and saturated saline water, and then dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure, and then the residue was applied to a silica gel column chromatography to obtain 3.9 g of ethyl 5-(2-chlorobenzyloxymethyl)isoxazole-3-carboxylate represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 7.48 (d, 1H), 7.38(d, 1H), 7.31-7.23 (m, 2H), 6.73 (s, 1H), 4.75 (s, 2H), 4.71(s, 2H), 4.45(q, 2H), 1. 42 (t, 3H)

123770-62-7, As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); A1;,
Isoxazole – Wikipedia
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