Tag: M.W:100-200

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

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

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

INTERMEDIATE 5 – PREPARATION OF 5-(Hydroxymethyl)isoxazole-3-carboxylic acid. ; The mixture of Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (1.5 g; 8.76 mmol) and 1 M sodium hydroxide (18 ml 18 mmol) was stirred at room temperature for 3.5 h. Brine (40 mL) was added and the pH of the solution was adjusted to 2 by addition of 6N hydrochloric acid. The acidic solution was extracted with 8X60 mL of ethyl acetate. Organic extracts were dried over magnesium sulfate. Evaporation of the solvent produced 1.20 g (95%) of 5-(hydroxymethyl)isoxazole-3-carboxylic acid as a white solid which was used without further purification., 123770-62-7

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

Reference£º
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U. LEUVEN R&;D; reMYND; GRIFFIOEN, Gerard; VAN DOOREN, Tom; ROJAS DE LA PARRA, Veronica; MARCHAND, Arnaud; ALLASIA, Sara; KILONDA, Amuri; CHALTIN, Patrick; WO2010/142801; (2010); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

57684-71-6, 3-(Chloromethyl)isoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57684-71-6

STR64 A compound of 3-(chloromethyl)-isoxazole (1.2 g) was added dropwise at a temperature of 20 to 30 C. under stirring to a mixture of 7-fluoro-6-(4,5,6,7-tetrahydro-2H-isoindole-1,3-dion-2-yl)-2H-1,4-benzoxazin-3(4H)-one (3.16 g), acetonitrile (50 ml) and potassium carbonate (1.5 g). The reaction mixture was heated under refluxing for 3 hours, cooled to room temperature, and filtered. The filtrate was concentrated under a reduced pressure to dryness. The resultant residue was mixed with toluene (150 ml) to form a suspension, which was then filtered to remove the undissolved materials therefrom. The filtrate was concentrated under a reduced pressure so as to obtain a viscous material, which was thereafter dissolved in a minimum amount of ethanol. The ethanol solution was cooled to precipitate a crystalline product. This product was separated by filtration and dried, so that the aimed compound, i.e. 7-fluoro-4-(isoxazol-3-ylmethyl)-6-(4,5,6,7-tetrahydro-2H-isoindole-1,3-dion-2-yl)-2H-1,4-benzoxazin-3(4H)-one (3.3 g) was obtained. m.p. 206-210 C.

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

Reference£º
Patent; Nihon Tokushu Noyaku Seizo K.K.; US4902335; (1990); 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.3209-70-9,Ethyl isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

A solution of ethyl nitroacetate (133 g, 1.0 mol) in dry dioxane (3 L) was treated with phenylisocyanate (130 g, 1.1 mol). Acetylene was bubbled through a solution, and triethylamine (111 g, 1.1 mol) was added dropwise for 5 h. The mixture was filtered, and the precipitate was washed with dioxane. The filtrate was evaporated, and the residue was distilled, providing the fraction with a boiling point of 110-112 C at 12 mmHg as the product isoxazole ester (89 g, 63%). This material was diluted into toluene (1 L), and this solution then added dropwise to a solution of diisobutyl aluminum hydride (630 mL, 0.63 mol, 1M toluene) at-75 C with stirring. The reaction mixture was stirred for 30 min, and 10% aqueous ammonium chloride (excess) was added. The organic partition was separated, washed with water (100 mL) and evaporated. The residue was distilled to provide the fraction with a boiling point of 85-90 C at 12 MMHG as the title compound (42 g, 43%).

3209-70-9, As the paragraph descriping shows that 3209-70-9 is playing an increasingly important role.

Reference£º
Patent; MERCK & CO., INC.; WO2004/58702; (2004); A2;,
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) 5-Amino-4-bromo-3-tert-butylisoxazole 5-Amino-4-bromo-3-tert-butylisoxazole was prepared from 5-amino-3-tert-butylisoxazole and N-bromosuccinimide in 64percent yield as described in Example 1a.

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

Reference£º
Patent; Immunopharmaceutics, Inc.; US5514691; (1996); 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.3356-89-6,5-Chloro-3-phenylisoxazole,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 5-chloro-3-phenylisoxazole (2) (5 mmol), amine (10 mmol) and K2CO3 (15 mmol) in DMF (25 mL) was refluxed under stirring for 1.5 h. The reaction mixture was cooled and diluted with cold H2O (40 mL). For 5a and 5b, the resulting precipitate was collected, washed with H2O and recrystallized from hexane-Et2O. For 5c-e, the reaction mixture was extracted with CH2Cl2 (3 ¡Á 20 mL). The combined organic layers were dried (Na2SO4) and concentrated in vacuo. The residue was purified by column chromatography on silica gel (hexane-EtOAc, 5:1). 5-Aminoisoxazoles 5a and 5b are known compounds and have full characterization data.

3356-89-6, 3356-89-6 5-Chloro-3-phenylisoxazole 326080, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Article; Rostovskii, Nikolai V.; Agafonova, Anastasiya V.; Smetanin, Ilia A.; Novikov, Mikhail S.; Khlebnikov, Alexander F.; Ruvinskaya, Julia O.; Starova, Galina L.; Synthesis; vol. 49; 19; (2017); p. 4478 – 4488;,
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Isoxazole | C3H3NO – PubChem

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

N-(10H-Pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-5-methyl-1,2-oxazole-4-carboxamide A solution of 520 mg of 5-methyl-1,2-oxazole-4-carboxylic acid and 0.75 ml of triethylamine in tetrahydrofuran (10 ml) was ice-cooled. After adding 0.8 ml of diethyl chlorophosphate, the resulting mixture was stirred at room temperature for 30 minutes. To the reaction mixture was added 5 ml of a solution of 750 mg of 8-aminomethyl-10-methoxymethyl-10H-pyrazino[2,3-b][1,4]-benzothiazine in tetrahydrofuran and the resulting mixture was stirred at room temperature for 1.5 hours. Next, the reaction mixture was distributed into ethyl acetate and an aqueous solution of ammonium chloride. The organic layer was extracted, washed with water and dried over anhydrous sodium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (eluted with dichloromethane/methanol) to thereby give 520 mg of N-(10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-5-methyl-1,2-oxazole-4-carboxamide. Further, the product was treated by the same method as the one of Example 434 to thereby give 310 mg of the title compound as yellow crystals. 1H-NMR(DMSO-d6) delta ppm: 2.63(s, 3H), 4.23(d, J=6.3 Hz, 2H), 6.71(s, 1H), 6.72(d, J=7.5 Hz, 1H), 6.86(d, J=7.5 Hz, 1H), 7.62(s, 2H), 8.79(t, J=6.3 Hz, 1H), 8.89(s, 1H), 9.50(s, 1H)

42831-50-5, 42831-50-5 5-Methylisoxazole-4-carboxylic acid 1425240, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Eisai Co., Ltd.; US6518423; (2003); B1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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.

[00451] Step A: A mixture of 5-bromo-4-fluoro-lH-pyrrolo[2,3-b]pyridin-3-amine (200 mg, 0.869 mmol, Example 1, Step H), 5-methylisoxazole-3-carboxylic acid (221 mg, 1.74 mmol) and triethylamine (606 muL, 4.35 mmol) in CH9CL (10 mL) at room temperature was treated withBOP-Cl (162 mg, 1.74 mmol). The mixture was stirred at room temperature overnight and additional BOP-Cl (81 mg, 0.87 mmol) and 5-methylisoxazole-3-carboxylic acid (110 mg, 0.87 mmol) were added. The mixture was stirred for an additional 48 hours at room temperature. Next, 2M LiOH (3 mL) was added to the mixture and stirred for 1 hour. The organic solvent was removed in vacuo, and water:CH2CL (11 mL; 10:1) were added to the aqueous residue. The solid formed was filtered, washed with additional water and dried to provide N-(5-bromo-4- fluoro-lH-pyrrolo[2,3-b]pyridin-3-yl)-5-methylisoxazole-3-carboxamide (210 mg, 71percent yield) as a solid. 1H NMR (400 MHz, (CD3^SO) delta 12.12 (s, IH), 10.22 (s, IH), 8.33 9d, IH), 7.58 (s,IH), 2.45 (s, 3H); LCMS (APCI+) m/z 338.9, 340.9 (M+H)+, Retention time = 3.16 minutes (Method 2).

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; ARRAY BIOPHARMA INC.; WO2009/140320; (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.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

INTERMEDIATE 34: (S)-dibenzyl 2-(2-(2-(benzyloxy)-2-oxoethoxy)-4-(5-((((R)-2-((R)-1 – (N-((3,5-dimethylisoxazole-4- carbonyl)oxy)formamido)propyl)heptanamido)methyl)carbamoyl)furan-2- yl)benzamido)succinate DI PEA (84 muIota, 0.482 mmol) was added to a solution containing (S)-dibenzyl 2-(2-(2- (benzyloxy)-2-oxoethoxy)-4-(5-((((R)-2-((R)-1 -(N- hydroxyformamido)propyl)heptanamido)methyl)carbamoyl)furan-2-yl)benzamido)succinate (150 mg, 0.161 mmol) and 3,5-dimethylisoxazole-4-carboxylic acid (24.96 mg, 0.177 mmol), and HATU (73.4 mg, 0.193 mmol) in DMF (1072 muIota). The resulting mixture was stirred for 2 days at RT. Purification of the crude reaction mixture by reverse phase HPLC afforded the title compound as a colorless solid. (98 mg, 52 % yield). MS (m/z) 1056.6 (M+H)+

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

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DONATELLI, Carla A.; DOWDELL, Sarah E.; ELBAN, Mark; HILFIKER, Mark A.; HOANG, Tram H.; HOLT, Dennis Alan; MANNS, Sharada; MARCUS, Andrew; POTTEIGER, Craig; SHENJE, Raynold; WASHBURN, David G.; (364 pag.)WO2017/6296; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem