Tag: M.W:200-300

144537-05-3, Name is N-Methyl-5-phenylisoxazole-3-carboxamide, belongs to Isoxazoles compound, is a common compound. 144537-05-3In an article, authors is Baglieri, Ausilia, once mentioned the new application about 144537-05-3.

Competitive Copper Catalysis in the Condensation of Primary Nitro Compounds with Terminal Alkynes: Synthesis of Isoxazoles

Isoxazoles, mainly 3,5-disubstituted, are prepared by catalytic condensation of primary nitro compounds with terminal acetylenes by using a copper/base catalytic system. The additional catalytic effect of the copper(II) salts is evidenced by comparing the kinetic profiles. Selectivity dependence on reaction conditions is considered for phenylacetylene in the following competitive processes: oxidative coupling of terminal alkynes to conjugated diynes catalyzed by CuIIand base in the presence of air; production of furazans beside condensation with benzoylnitromethane to 3-benzoylisoxazoles, as a result of the reaction of the dipolarophile with 3,4-dibenzoylfuroxan; addition of electron-poor alkynes (e.g., methyl propiolate) with themselves and with the nitro compound. Thus, oxidative coupling is negligible in reactions with ?active? nitro compounds, whereas with nitroalkanes both products are observed: only trace amounts of isoxazoles are detected without copper. Similarly, in the presence of copper, 3-benzoyl-5-phenylisoxazole is predominant over the furazan. Furthermore, condensations of electron-poor alkynes give complex reaction mixtures in the presence of base alone, but cycloadducts are conveniently prepared with copper. The results indicate the practical and general utility of this catalytic method for synthetic practice.

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Reference£º
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

1018297-63-6, (3-(4-Fluorophenyl)-5-methylisoxazol-4-yl)methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a) 3-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-isoxazole-5-carboxylic acid methyl ester To a solution of [3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-yl]-methanol (1.0 g, 4.8 mmol) in THF (70 mL) was added 3-oxo-2,3-dihydro-isoxazole-5-carboxylic acid methyl ester (0.69 g, 4.8 mmol) and triphenylphosphine (1.65 g, 6.3 mmol) at ambient temperature under an argon atmosphere. Then diethyl azodicarboxylate (2.7 mL, 6.3 mmol) was added at 4 C. and the reaction mixture was stirred for 3 h at room temperature. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 7:3) afforded the title compound (958 mg, 60%) as a white solid. MS: m/e=333.2 [M+H]+.

1018297-63-6, As the paragraph descriping shows that 1018297-63-6 is playing an increasingly important role.

Reference£º
Patent; Hernandez, Maria-Clemencia; Jakob-Roetne, Roland; Lucas, Matthew C.; Thomas, Andrew; US2010/210651; (2010); 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

10557-85-4, 3,5-Dimethyl-4-iodoisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

n-BuLi (1.6 M solution in hexanes, 6 mL, 9.6 mmol) was added to a cooled (-78C) solution of 4-iodo-3,5-dimethylisoxazole (1.47 g, 6.60 mmol) in TITF (24mL) under nitrogen. After 15 min, tributyllin chloride (26 mL, 9.60 mmol) was added and the reaction was stirred over night while warming to room temperature. The reaction was quenched by 1 M HC1, CH2C12 was added, the phases separated and the solvent were evaporated. The residue was purified by flash chromatography with heptane:CLI2Cl2 (75:25 – 0: 100) to give 3,5-dimethyl-4-(tributylstannyl)isoxazole (1.00 g, 39%).

10557-85-4, The synthetic route of 10557-85-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KARO BIO AB; LOeFSTEDT, Joakim; WU, Xiongyu; KRUeGER, Lars; WO2011/42475; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Chloro-4-bromophenol (3.8 g, 18.3 mmol) was mixed with (5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methanol (3.47 g, 12.2 mmol) and triphenylphosphine (6.41 g, 24.4 mmol) in toluene (150 mL). The mixture was cooled in an ice-bath and DIAD (4.8 mL, 24.4 mmol) as a solution in toluene (10 mL) was added drop-wise. The reaction was stirred at rt for 21 h and the solvents were removed on a rotavap leaving a yellow oily residue. This was dissolved in DCM (200 mL), silica (?20 g) was added and the mixture was evaporated to dryness. This material was loaded on the top of a silica column and purified eluting with hexanes/MTBE 9:1. The product containing fractions were pooled and the solvent removed under reduced pressure, leaving pure product 8e as a colourless oil that crystallized upon drying under vacuum overnight. Yield: 5.07 g (88%). H-NMR (CDCl3), delta (ppm): 7.45-7.30 (m, 4H), 6.90 (s, 1H), 6.60-6.55 (m, 1H), 2.15-2.07 (m, 1H), 1.32-1.25 (m, 2H), 1.20-1.11 (m, 2H), 946426-89-7

946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PHENEX PHARMACEUTICALS AG; Kinzel, Olaf; Steeneck, Christoph; Kremoser, Claus; US2014/221659; (2014); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1136-45-4, 5-Methyl-3-phenylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 6 6,7-Dimethoxy-3-(5-methyl-3-phenylisoxazol-4-yl)-2,4-dihydroindeno[1,2-c]pyrazole 5,6-Dimethoxy-1-indanone (1.92 g, 10 mmol) in tetrahydrofuran (10 ml) was added dropwise to a solution of lithium diisopropylamide (10 mmol) in tetrahydrofuran (10 ml) at -78 C. and stirred for 0.5 h. 5-Methyl-3-phenylisoxazole-4-carboxylic acid (1.02 g, 5 mmol) was stirred with N,N’-carbonyldiimidazole (810 mg, 5 mmol) in tetrahydrofuran (5 ml) for 1 h and then added to the dimethoxyindanone solution with 4-dimethylaminopyridine (610 mg, 5 mmol).This was stirred at -78 C. for 1.5 h and warmed to RT over 2 h then diluted with EtOAc, washed with citric acid solution, brine, dried (MgSO4) and evaporated.The resulting yellow oil was dissolved in ethanol (5 ml), saturated copper acetate solution (10 ml) was added and the precipitate formed was filtered off and washed with H2O, methanol, diethyl ether, dried (MgSO4) and evaporated.The residue was dissolved in ethanol, hydrazine hydrochloride (500 mg) and sodium acetate (1 g) and H2O were added and heated to reflux for 24 h.The solvent was evaporated, the residue dissolved in EtOAc, washed with brine, dried (MgSO4) and evaporated.Purified by prep HPLC to give the title compound (7 mg).1H NMR (360 MHz, CDCl3) delta7.52 (d, J=6.8 Hz, 2H), 7.43-7.33 (m, 5H), 3.94 (s, 3H), 3.91 (s, 3H), 3.28 (s, 2H), 2.57 (s, 3H), m/z (ES+) 374 (M+H)+.

1136-45-4, The synthetic route of 1136-45-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ladduwahetty, Tamara; MacLeod, Angus Murray; Merchant, Kevin John; Sternfeld, Francine; US2004/6226; (2004); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1188032-12-3, 5-(3-Fluorophenyl)isoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 130 Synthesis of 5-(3-Fluoro-phenyl)-isoxazole-3-carboxylic acid {2-[4-(5-chloro-pyridin-3-yloxy)-piperidin-1-yl]-2-oxo-ethyl}-amide DIPEA (253 mg, 1.96 mmol) was added to a stirred solution 5-(3-fluoro-phenyl)-isoxazole-3-carboxylic acid (81 mg, 0.39 mmol) (prepared by the method used for the synthesis of Intermediate 25, starting from 3′-fluoroacetophenone) in DMF (2 mL) followed by HOBt (56 mg, 0.41 mmol) and EDCI.HCl (79 mg, 0.41 mmol). After 2 minutes 2-amino-1-[4-(5-Chloro-pyridin-3-yloxy)-piperidin-1-yl]-ethanone hydrochloride (120 mg, 0.38 mmol) (prepared according to Step 1 and 5 of the General Scheme) was added to the reaction mixture and stirring was continued at ambient temperature overnight. The reaction mixture was diluted with cold water, extracted with ethyl acetate, dried over sodium sulfate and concentrated under reduced pressure. Purification by recrystallisation from 1% methanol in ethyl acetate to afford 35 mg (19.5% Yield) of 5-(3-fluoro-phenyl)-isoxazole-3-carboxylic acid {2-[4-(5-chloro-pyridin-3-yloxy)-piperidin-1-yl]-2-oxo-ethyl}-amide. LC/MS [M+H]+: 459, 100%. 1H NMR (300 MHz, DMSO-d6): delta 8.7 (t, 1H), 8.32 (d, 1H), 8.22 (s, 1H), 7.78 (t, 2H), 7.72 (s, 1H), 7.58 (m, 1H), 7.5 (s, 1H), 7.36 (m, 1H), 4.8 (m, 1H), 4.2 (d, 2H), 3.9 (m, 1H), 3.7 (m, 2H), 3.4 (m, 1H), 3.2 (m, 1H), 2.0 (m, 2H), 1.6 (m, 2H).

1188032-12-3, As the paragraph descriping shows that 1188032-12-3 is playing an increasingly important role.

Reference£º
Patent; Forest Laboratories Holdings Limited; US2009/239810; (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.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

10d) Methyl 7-[4-({[5-cyclopropyl-3-(2,6-dichlorophenyl)-4-isoxazolyl]methyl}oxy)phenyl]-3-isoquinolinecarboxylate To a solution of [5-cyclopropyl-3-(2,6-dichlorophenyl)-4-isoxazolyl]methanol (51 mg, 0.18 mmol), methyl 7-(4-hydroxyphenyl)-3-isoquinolinecarboxylate (50 mg, 0.18 mmol) and triphenylphosphine (52 mg, 0.20 mmol) in dichloromethane (1.5 mL) was added diisopropyl azodicarboxylate (0.035 mL, 0.20 mmol). The solution was heated in a microwave reactor at 90 C. for 10 minutes and then allowed to stand overnight. The mixture was adsorbed onto silica gel and purified by chromatography (silica gel, 0-1.25% methanol in dichloromethane) to afford methyl 7-[4-({[5-cyclopropyl-3-(2,6-dichlorophenyl)-4-isoxazolyl]methyl}oxy)phenyl]-3-isoquinolinecarboxylate (54 mg, 55%). 1H-NMR (400 MHz, DMSO-d6) delta 9.39 (s, 1H), 8.63 (s, 1H), 8.44 (s, 1H), 8.29-8.14 (m, 2H), 7.75 (d, J=9 Hz, 2H), 7.61-7.50 (m, 3H), 6.96 (d, J=9 Hz, 2H), 4.94 (s, 2H), 3.91 (s, 3H), 2.50-2.46 (m, 1H), 1.21-1.14 (m, 4H).

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; SmithKline Beecham Corporation; US2008/96921; (2008); 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.206055-91-6,(3-(4-Bromophenyl)isoxazol-5-yl)methanol,as a common compound, the synthetic route is as follows.

(3-(4-bromophenyl)isoxazol-5-yl)methanol (300 mg, 1.18 mmol), bis(pinacolato)diboron (750 mg, 3 mmol), bis(diphenylphosphino)ferrocene dichloropalladium (193 mg, 0.24 mmol), and potassium acetate (348 mg, 3.54 mmol) were added to N,N-dimethylformamide (4 mL), followed by reaction at 90 C. for 2 hours. After completion of the reaction was confirmed by TLC, the reactants were filtered through celite. The filtrate was extracted with water (20 mL) and ethyl acetate (50 mL). The organic layer was washed with water (10 mL¡Á2) and brine (10 mL). The organic layer was separated, dried over anhydrous magnesium sulfate, and filtered under reduced pressure to remove ethyl acetate. The residue was purified by silica gel column chromatography using ethyl acetate and hexane as a developing solvent, thus affording the title compound (3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)isoxazol-5-yl)methanol (11h). Yield: 60%.1H NMR (CDCl3, 400 MHz): 7.88 (d, 2H, J=8.0 Hz), 7.79 (d, 2H, J=7.6 Hz), 6.58 (s, 1H), 4.81 (s, 2H), and 1.25 (s, 12H)., 206055-91-6

206055-91-6 (3-(4-Bromophenyl)isoxazol-5-yl)methanol 11032412, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Moon, Ho-Sang; Yoo, Moo-Hi; Kim, Soon-Hoe; Lim, Joong-In; Son, Moon-Ho; Kim, Mi-Kyung; Shin, Chang-Yell; Kim, Jin-Kwan; Park, Sang-Kuk; Chae, Yu-Na; Shim, Hyun-Joo; Jeon, Sun-Ho; Kim, Hae-Sun; Wie, Gil-Tae; Kim, Dong-Hwan; Lee, Byung-Kyu; Park, Chan-Sun; Ahn, Byung-Nak; Kim, Eunkyung; Bae, Myung-Ho; Shin, Young-Ah; Hur, Youn; Lee, Chun-Ho; Choi, Hyun-Ho; Kim, Bongtae; Chong, Wonee; US2010/63041; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

144537-05-3, N-Methyl-5-phenylisoxazole-3-carboxamide is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of amide 3 (101 mg, 0.5 mmol) in THF (1 mL), asuspension of 60 wt % sodium hydride (100 mg, 2.5 mmol) inTHF (3 mL) was added under argon. After the mixture wasstirred vigorously for 10 min, the mixture was cooled to 0 Cand then a solution of tosyl chloride (191 mg, 1 mmol) in THF(1 mL) was slowly added. After the mixture was stirred for 3 hat 0 C, propylamine (164 muL, 2 mmol) was added, and then themixture was stirred at room temperature for 12 h. After evaporation of the solvent, the residue was dissolved into diethyl ether(5 mL), washed with water (5 mL), and the aqueous layer wasextracted with diethyl ether (2 ¡Á 5 mL). The combined organiclayer was dried over magnesium sulfate, and concentrated, andthe residue was subjected to column chromatography on silicagel to afford N-propylcarboxamide 5c (85 mg, 0.37 mol, 74%yield),

144537-05-3, 144537-05-3 N-Methyl-5-phenylisoxazole-3-carboxamide 10888957, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Article; Asahara, Haruyasu; Arikiyo, Keita; Nishiwaki, Nagatoshi; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 1241 – 1245;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem