Month: September 2020

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, Under a nitrogen atmosphere,Benzo[b]thiophene-6-ol (Compound 1) (5.86 g, 39.01 mmol),After 4-dimethylaminopyridine DMAP (473 mg, 3.87 mmol) was dissolved together in THF (100 mL),Additional triethylamine (4.15 g, 41.03 mmol) and isoxazole-5-acyl chloride (Compound 2) (40.99 mmol),The mixture was heated to reflux for 7 hours and then the reaction was cooled to 50 C.A mixture of water (20 mL) and acetic acid (3.67 mL) was added.A layered solution was obtained.The organic layer is separated and the aqueous layer is discarded to obtain a THF solution of benzo[b]thiophene-6-isoxazole-5-carboxylate (Compound 3), which is directly used in the next synthesis. .

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

Reference£º
Patent; Wang Liping; (11 pag.)CN108516972; (2018); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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

Step 2: Synthesis of (2S)-tert-butyl 4-(5-cyclopropylisoxazole-3-carboxamido)-2- methylpiperidine-1-carboxylate [0269] Into a 1L round-bottom flask purged and maintained with an inert atmosphere of nitrogen was placed dichloromethane (500 mL), HOBT (15 g, 111.01 mmol, 1.53 equiv), EDCI (20 g, 104.33 mmol, 1.44 equiv), 5-cyclopropyl-1,2-oxazole-3-carboxylic acid (13.3 g, 86.85 mmol, 1.20 equiv) and tert-butyl (2S)-4-amino-2-methylpiperidine-1- carboxylate (15.5 g, 72.33 mmol, 1.00 equiv).Then triethylamine (36 g, 355.77 mmol, 4.92 equiv) was added dropwise. The resulting solution was stirred for 2 hours at 25oC. The resulting mixture was concentrated under vacuum. The resulting solution was diluted with 500 mL of ethyl acetate. The resulting mixture was washed with 3×500 mL of water. The residue was purified on a silica gel column with ethyl acetate/petroleum ether (1:10). This resulted in 14 g (55%) of tert-butyl (2S)-4-(5-cyclopropyl-1,2-oxazole-3-amido)-2- methylpiperidine-1-carboxylate as light yellow oil. LCMS (method A, ESI): RT=2.05 min, m/z =350.2 [M+H]+. Step 3: Synthesis of tert-butyl (2S,4S)-4-(5-cyclopropyl-1,2-oxazole-3-amido)-2- methylpiperidine-1-carboxylate and tert-butyl (2S,4R)-4-(5-cyclopropyl-1,2-oxazole-3- amido)-2-methylpiperidine-1-carboxylate [0270] The crude product was purified by Chrial-HPLC with the following conditions: Column name: CHIRALPAK AD-H, 4.6*150mm,5um,Co-Solvent: EtOH(0.1%DEA), %Co-Solvent: Hexane,25.000, Detector: 220nm. The resulting solution was concentrated under vacuum. This resulted in 9.8 g (70%) of tert-butyl (2S,4S)-4-(5-cyclopropyl-1,2- oxazole-3-amido)-2-methylpiperidine-1-carboxylate as white solid. 1H-NMR (400 MHz, DMSO): 8.54-8.52 (m, 1H), 6.47 (s, 1H), 3.94-3.87(m, 2H), 3.57-3.53(m, 1H), 3.32- 3.26(m, 1H), 2.20-2.16(m, 1H), 1.80-1.63(m, 4H), 1.39(s, 9H), 1.16-1.15(m, 3H), 1.10- 1.06(m, 2H), 0.93-0.89(m, 2H) ppm. And 3.3 g (24%) of tert-butyl (2S,4R)-4-(5- cyclopropyl-1,2-oxazole-3-amido)-2-methylpiperidine-1-carboxylate as a light yellow solid. 1H-NMR (400 MHz, DMSO): 8.54-8.52 (m, 1H), 6.46 (s, 1H), 4.54-4.30(m, 1H), 4.28-4.04(m, 1H), 4.00-3.68(m, 1H), 3.10-2.70(m, 1H), 2.19-2.15(m, 1H), 1.76-1.73(m, 1H), 1.63-1.59(m, 2H), 1.39-1.35(m, 10H), 1.13-1.08(m, 5H),1.00-0.82(m, 2H) ppm.

110256-15-0, 110256-15-0 5-Cyclopropylisoxazole-3-carboxylic acid 1092113, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

59669-59-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59669-59-9,3-(tert-Butyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

a. Formation of 1-[3-(1,1-dimethylethyl)-5-isoxazolyl]-3-methylurea A 50 milliliter flask with a magnetic stirring bar was charged with 1.3 grams (0.0093 mole) of 3-(1,1-dimethylethyl)-5-isoxazolamine and 25 milliliters of benzene. To this was added 1.7 grams of methyl isocyanate and one (1) drop of triethylamine; and the mixture was allowed to stand overnight, after which it was heated to reflux for 7.5 hours and then allowed to stand at room temperature for two (2) days. Thin layer chromatography showed only partial reaction, so a trace of 4-dimethylaminopyridine and several milliliters of methyl isocyanate were added and the mixture heated at reflux for 4.5 hours. The mixture was then concentrated on a rotary evaporator to give 2.6 grams of a viscous red brown oil. Chromatography on alumina with chloroform/ethyl acetate monitored by TLC gave fractions containing a single component. These fractions were combined and evaporated to give 0.67 gram of a pale yellow solid of 1-[3-(1,1-dimethylethyl)-5-isoxazolyl]-3-methylurea, M.P. 188¡ã-196¡ã C., which showed a molecular ion at 197 in the mass spectrum.

59669-59-9 3-(tert-Butyl)isoxazol-5-amine 2095694, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PPG Industries, Inc.; US4268679; (1981); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

181696-35-5, 4-(5-Methyl-3-phenylisoxazol-4-yl)benzenesulfonic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 2: 4- [ (5-methyl-3-phenyl)-4-isoxazolyl] benzenesulfonate sodium salt. (step lb) The sulphonic acid obtained in example 1 is dissolved in 185 ml water and sodium chloride (37 g, 0.6324 mol) is added portion wise at a temperature of 25-30 C. The turbid reaction mass is then cooled to 0-5 C, stirred for 2 h and filtered. The wet material is then washed with chilled water (74 ml) and dried at 70-75 C under vacuum for 8-10 h to yield white solid. (38 g, HPLC purity =99.5%, Moisture content = 4.6%)

181696-35-5, 181696-35-5 4-(5-Methyl-3-phenylisoxazol-4-yl)benzenesulfonic acid 11565904, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; THAKASHINAMOORTHY, Chandiran; JESUDOSS, Mercy, Gnanadeepam; HARIHARASUBRAMANIAN, Meera; SEETHARAMAN, Subramanian, Sankara; WO2005/85218; (2005); 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

A solution of sodium hydroxide in water (2M; 50 mL) was added to a mixture of ethyl 5- (hydroxymethyl)isoxazole-3-carboxylate (8.67 g; 50.66 mmol) in ethanol (30 mL) and stirredvigorously for 2 hours. The solution was concentrated under reduced pressure, diluted in water and extracted with dichloromethane. The aqueous layer was acidified to pH 1 with hydrochloric acid 6N and extracted several times with ethyl acetate. The organic layer was dried and concentrated under reduced pressure to yield 5.43 g (75%) of 5-(hydroxymethyl)isoxazole-3-carboxylic acid as a white solid.

123770-62-7, 123770-62-7 Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate 8027233, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; REMYND N.V.; KATHOLIEKE UNIVERSITEIT LEUVEN; GRIFFIOEN, Johan, Gerard; PRINCEN, Katrien; VAN DOOREN, Tom, Francois, L.; MARCHAND, Arnaud, Didier, Marie; KILONDA, Amuri; ALLASIA, Sara; CHALTIN, Patrick; (56 pag.)WO2018/206760; (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

Reference Production Example 130 (0772) A solution obtained by adding ethyl 5-hydroxymethylisoxazole-3-carboxylate (7 g, 40.89 mmol) and 2-chlorophenol (4.59 mL, 44.98 mmol) to dehydrated tetrahydrofuran (70 ml) was cooled to 0C. Triphenylphosphine (11.47 mL, 81.78 mmol), triethylamine (11.47 mL, 81.78 mmol) and diisopropyl azodicarboxylate (12.33 g, 61.33 mmol) were added thereto, under a nitrogen atmosphere. The reaction mixture was heated to room temperature and stirred for 2 hours, then poured into water, and the mixture was extracted twice with ethyl acetate. The organic layer was washed with water and saturated saline water, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 5.5 g of ethyl 5-(2-chlorophenoxymethyl)isoxazole-3-carboxylate represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 7.40 (d, 1H), 7.22(t, 1H), 6.97(m, 2H), 6.81 (s, 1H), 5.27 (s, 2H), 4.50(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
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.110256-15-0,5-Cyclopropylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of cis tert-butyl 4-amino-2-methylpiperidine-1-carboxylate (1 g, 4.67 mmol) and DIPEA (2.44 ml, 14 mmol) in DMF (25ml) was added 5-cyclopropyl- 1,2-oxazole-3-carboxylic acid (0.86 g, 5.6 mmol) followed by HATU (2.31 g, 6.07 mmol). The reaction was stirred at rt. LCMS analysis after ~1h showed a trace of SM and mainly product (72%, 1.33min, MNa+.=371.95). The reaction was poured into water (100ml) and the product was extracted with EtOAc (3x50ml). The combined organic layers were washed with water (2x50ml), brine (50ml), dried over Na2SO4, filtered and concentrated. The red oily residue was purified by Isolera over SiO2 (100g), eluting with a gradient of EtOAc in heptane from 5 to 50 % to yield 1.55 g (95%) of the amide as an amber viscous. TLC (25% EtOAc in Hept), rf:0.30.1H NMR (500 MHz, Chloroform-d) 6.85 (d, J = 6.8 Hz, 1H), 6.31 (s, 1H), 4.21 (hept, J = 6.8, 6.1 Hz, 2H), 3.85 (ddd, J = 14.0, 5.5, 3.1 Hz, 1H), 3.13 (ddd, J = 14.3, 11.9, 3.9 Hz, 1H), 2.06 (ddd, J = 8.4, 4.9, 3.4 Hz, 1H), 2.02- 1.91 (m, 2H), 1.74- 1.66 (m, 2H), 1.45 (s, 9H), 1.25 (d, J = 7.2 Hz, 3H), 1.13- 1.08 (m, 2H), 1.00- 0.94 (m, 2H). LCMS analysis (METCR1673 Generic 2 minutes), 100%, 1.33min, [MNa]+.=372.00.

110256-15-0, As the paragraph descriping shows that 110256-15-0 is playing an increasingly important role.

Reference£º
Patent; EPIZYME, INC.; MITCHELL, Lorna Helen; BELL, Andrew Simon; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (375 pag.)WO2016/40515; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

847490-69-1,847490-69-1, 4-Iodoisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Isopropyl magnesium chloride lithium chloride complex (2.62 ml, 3.41 mmol) was addeddropwise to 4-iodoisoxazole (0.609 g, 3.12 mmol) in THF (10 mL) at 0C and the mixture wasstirred for 1 h, during which time the temperature rose to 18C. A solution of methyl 3,3- dicyano-2-cyclopropylacrylate (see Step A of 1-19) (0.5 g, 2.84 mmol) in THF (3 mL) was added at 0C. The resulting mixture was allowed to rise to RT slowly and stirred for 4 h, then was quenched with ice-cold saturated aq. NH4C1 and extracted with EtOAc. The organic layer wasdried with Mg504, filtered, and concentrated in vacuo. Purification by silica gel column chromatography using a hexanes/EtOAc gradient (0-1 00%EtOAc/Hexane) afforded the title product. 1H NMR (500 MHz, CDC13): oe 8.74 (1H, s), 8.53 (1H, s), 4.59 (1H, s), 3.89 (3H, s),1.08 (1H, m), 0.91(2H, m), 0.61 (1H, m), 0.52 (1H, m), m/z=246.13 (M+1).

As the paragraph descriping shows that 847490-69-1 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; HAN, Xiaoqing; WHITEHEAD, Alan; RAGHAVAN, Subharekha; GROEPER, Jonathan; GUO, Jian; ZHANG, Yong; WO2015/88885; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

7063-99-2,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

To a stirred solution of ethyl 5-phenylisoxazole-3- carboxylate (28.0 g, 129mmol) in THF (200mL) was added lithium hydroxide (21.16g, 516mmol) in water (200mL). The reaction was stirred for 2h. The organic solvent was distilled off, water was added (500 mL), and acidified with aq. 5N HC1 (50mL). The solid precipitate was collected by filtration and dried under vacuum to give 5-phenylisoxazole-3- carboxylic acid (24.0 g, 190 [M+H]); ‘H NMR: (400 MHz, DMSO) delta: 7.438(S, 1H), 7.524- 7.593(m,3H), 7.945-7.969(m, 2H), 14.1 15(S, 1H).

As the paragraph descriping shows that 7063-99-2 is playing an increasingly important role.

Reference£º
Patent; FLATLEY DISCOVERY LAB; COLE, Bridget, M.; KOLODZIEJ, Andrew; (71 pag.)WO2016/54560; (2016); 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

A mixture of 4-Methoxy-benzenethiol (0.20g, 1 eq) and potassium carbonate (0.47g, 2.5eq) in dry THF was allowed to stir at room temperature under argon for an hour. Then the stirred suspension was cooled to0 C and to it was added drop wise a solution of phosgene (0.17g1. 2eq). The reaction stirred at0 C for half an hour. Then 3-tert-Butyl-isoxazol-5- ylamine (0.20g, leq) in THF was added dropwise. The reaction was allowed to warm to room temperature and stirred overnight. The solvent was removed and extracted with ethyl acetate and water. The organic layer was dried over magnesium sulfate and solvent removed. It was purified by HPLC. Yield: 157mg (36percent)

As the paragraph descriping shows that 59669-59-9 is playing an increasingly important role.

Reference£º
Patent; AMBIT BIOSCIENCES CORPORATION; WO2005/48948; (2005); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem