Heterocyclic Building Blocks-isoxazole

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;,
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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.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
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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
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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
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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;,
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1228689-61-9, Methyl 5-(4-bromophenyl)-3-methylisoxazole-4-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 4: 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acidLithium hydroxide (2 g, 48 mmol) was added to a solution of 5-(4-bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid methyl ester (39 mmol) in methanol (50 mL) and water (10 mL), and the reaction was stirred at 60 C. for 1 hour. Acidic work-up gave the title compound., 1228689-61-9

As the paragraph descriping shows that 1228689-61-9 is playing an increasingly important role.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; US2010/152257; (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.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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1083224-23-0, 5-(2,4-Difluorophenyl)isoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of rac-(3R*,4R*)-4-amino-1-cyclohexyl-piperidine-3-carboxylic acid methyl ester 1.01 b (2.64 g, 10.4 mmol) in DMF (56.7 mL) at RT is added 5-(2,4-difluorophenyl)isoxazole- 3-carboxylic Acid (2.42 g, 10.4 mmol). DIPEA (5.83 mL, 33.4 mmol) is then added followed by HATU (4.16 g, 10.9 mmol). The reaction mixture is stirred overnight (17 h). The reaction mixture is concentrated, dissolved in DCM (300 mL) and treated with aq. sat. NaHC03 (225 mL). The organic layer is dried over MgS04 and evaporated. The crude residue is purified by prep. LC-MS under basic conditions (method E). The title compound is obtained as white powder; LC-MS method D tR = 1.15 min; [M+H]+ = 448.19., 1083224-23-0

As the paragraph descriping shows that 1083224-23-0 is playing an increasingly important role.

Reference£º
Patent; IDORSIA PHARMACEUTICALS LTD; AISSAOUI, Hamed; GUERRY, Philippe; LEHEMBRE, Francois; POTHIER, Julien; POUZOL, Laetitia; RICHARD-BILDSTEIN, Sylvia; YUAN, Shuguang; (273 pag.)WO2018/19929; (2018); 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) 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