Category: Isoxazoles

89102-73-8, Isoxazol-3-ylmethanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

89102-73-8, In 55 mL of N,N-dimethylformamide a suspension of 2.12 g (53 mmol) of 60% sodium hydride in paraffin was prepared under argon atmosphere. After cooling to 0C, a solution of 4.5 g (53 mmol) of isoxazol-3-ylmethanol (Intermediate 22) in 50 mL of N,N-dimethylformamide was added dropwise. The mixture was stirred at 40C for 15 minutes, and then allowed to cool down at room temperature. A solution of 15.2 g (52.4 mmol) of 3-(3,4-difluorophenyl)isoxazol-5-methyl methylsulfonate (Intermediate 4) in 110 mL deN,N-dimethylformamide was added dropwise. The mixture was stirred at 70C for 1 h, cooled, poured over 1.7 L of a 5% sodium bicarbonate solution, and extracted three times with ethyl acetate. The combined organic extracts were washed with 1.7 L of deionized water, and with 1.7 L of a saturated solution of sodium chloride, then dried over anhydrous sodium sulfate, and filtered. The solvent was distilled off under reduced pressure. The residue was chromatographed on a silica gel column, eluting with dichloromethane. Relevant fractions were combined to give, once evaporated the solvent, 14.5 g (quantitative yield) of a white solid. Mass spectrum (m/e): 278 (M+).

As the paragraph descriping shows that 89102-73-8 is playing an increasingly important role.

Reference£º
Patent; LABORATORIOS S.A.L.V.A.T., S.A.; EP1437349; (2004); 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.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

Reference Production Example 87 (0729) 60% Sodium hydride (1.40 g, 35.08 mmol) was added to dehydrated N,N-dimethylformamide (20 ml) cooled to 0C, under a nitrogen atmosphere, and a dehydrated N,N-dimethylformamide (10 ml) solution of ethyl 5-hydroxymethylisoxazole-3-carboxylate (4.0 g, 23.39 mmol) was added dropwise thereto over 10 minutes, and then the mixture was further stirred for 30 minutes. A dehydrated N,N-dimethylformamide (10 m) solution of 2-bromomethyl-5-chlorothiophene (3.9 g, 23.39 mmol) was added thereto, and the mixture was heated to room temperature and stirred for 16 hours. The reaction mixture was added to 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, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 2.6 g of ethyl 5-(5-chlorothiophen-2-ylmethyl)oxymethylisoxazole-3-carboxy late represented by the following formula. 1H-NMR (CDCl3, TMS, delta (ppm)) : 6.80 (m, 2H), 6.68(s, 1H), 4.65 (s, 4H), 4.43 (q, 2H), 1.42 (t, 3H), 123770-62-7

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

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.1202769-66-1,2-(5-Methylisoxazol-3-yl)but-3-yn-2-ol,as a common compound, the synthetic route is as follows.

Step 2-Synthesis of 3-[[1-(2-aminopyrimidin-4-yl)-6-[3-hydroxy-3-(5-methyl-1,2-oxazol-3-yl)but-1-yn-1-yl]-1H-1,3-benzodiazol-2-yl]oxy]propane-1,2-diol A mixture of 3-[[1-(2-aminopyrimidin-4-yl)-6-bromo-1H-1,3-benzodiazol-2-yl]oxy]propane-1,2-diol (80 mg, 0.21 mmol), 2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol (160 mg, 1.06 mol), bis(triphenylphosphine)palladium(II) dichloride (160 mg, 0.22 mmol) and triethylamine (1 mL) in DMSO (2 mL) was stirred for 5 h at 70 C. under nitrogen atmosphere. The reaction mixture was cooled to room temperature and filtered through a frit filter. The filtrate was purified by preparative HPLC to afford 23 mg (24%) of 3-[[1-(2-aminopyrimidin-4-yl)-6-[3-hydroxy-3-(5-methyl-1,2-oxazol-3-yl)but-1-yn-1-yl]-1H-1,3-benzodiazol-2-yl]oxy]propane-1,2-diol as a white solid. 1H NMR (300 MHz, DMSO) delta 8.38 (d, J=5.4 Hz, 1H), 8.20 (s, 1H), 7.46 (d, J=8.1 Hz, 1H), 7.28 (d, J=8.1 Hz, 1H), 7.07-7.05 (m, 3H), 6.46 (s, 1H), 6.38 (s, 1H), 5.19 (d, J=5.4 Hz, 1H), 4.83-4.80 (m, 1H), 4.64 (d, J=3.6 Hz, 1H), 4.52 (d, J=6.3 Hz, 1H), 3.93 (d, J=4.5 Hz, 1H), 3.52-3.49 (m, 3H), 2.40 (s, 3H), 1.82 (s, 3H); LC-MS: m/z=451 (M+H)+., 1202769-66-1

As the paragraph descriping shows that 1202769-66-1 is playing an increasingly important role.

Reference£º
Patent; Genentech, Inc.; US2012/214762; (2012); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1202769-66-1, 2-(5-Methylisoxazol-3-yl)but-3-yn-2-ol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 2-Synthesis of 4-[1-(2-aminopyrimidin-4-yl)-2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-1H-1,3-benzodiazol-6-yl]-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol A mixture of 4-[6-bromo-2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine (150 mg, 0.32 mmol), 2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol (300 mg, 1.98 mmol), bis(triphenylphosphine)palladium(II) dichloride (300 mg, 0.43 mmol) and triethylamine (2 mL) in dimethylsulfoxide (3 mL) was stirred for 1 h at 70 C. under a nitrogen atmosphere. The reaction mixture was cooled to room temperature then filtered through a frit filter to remove the catalyst. The filtrate was purified on a C18 column (acetonitrile/water, 5:95-80:20) to yield 27 mg (17%) of 4-[1-(2-aminopyrimidin-4-yl)-2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-1H-1,3-benzodiazol-6-yl]-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol as a white solid: 1H NMR (400 MHz, DMSO) delta 8.38 (d, J=5.2 Hz, 1H), 8.18 (s, 1H), 7.56 (d, J=8.0 Hz, 1H), 7.28 (d, J=8.0 Hz, 1H), 7.09 (s, 2H), 7.02 (d, J=5.2 Hz, 1H), 6.44 (s, 1H), 6.38 (s, 1H), 4.69-4.54 (m, 3H), 4.11 (t, J=7.4 Hz, 1H), 3.89 (t, J=7.2 Hz, 1H), 2.41 (s, 3H), 1.81 (s, 3H), 1.32 (d, J=16 Hz, 6H); LC-MS: m/z=+491 (M+H)+., 1202769-66-1

The synthetic route of 1202769-66-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Genentech, Inc.; US2012/214762; (2012); 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.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,7063-99-2

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

354795-62-3, 3-Methylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 25 4-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (3-methylisoxazol-4-yl)-amide Cyanuric chloride (24 mg) was added to a suspension of 4-difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (0.1 g) in dichloromethane (20 ml) at room temperature under an atmosphere of nitrogen. Triethylamine (0.07 ml) was added dropwise, followed by 3-methylisoxazol-4-ylamine (46 mg) in dichloromethane (5 ml). The reaction was left to stir for 2 hours before evaporation of the solvent in vacuo. Purification by column chromatography on silica eluding with 50% ethyl acetate in heptane afforded, after trituration with diethyl ether-hexane, the title compound as a white solid (5 mg). TLC Rf 0.29 (50% ethyl acetate in heptane). M.p. 157-158 C., 354795-62-3

As the paragraph descriping shows that 354795-62-3 is playing an increasingly important role.

Reference£º
Patent; Darwin Discovery, Ltd.; US6403791; (2002); 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.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

123770-62-7, 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 stirred vigorously 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.

The synthetic route of 123770-62-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; REMYND N.V.; GRIFFIOEN, Johan, Gerard; PRINCEN, Katrien; VAN DOOREN, Tom, Francois, L.; DE WITTE, Koen; (189 pag.)WO2018/206757; (2018); 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.7063-99-2,Ethyl 5-phenylisoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.,7063-99-2

Hydrazine hydrate (1 g, 20 mmol) was added to a solution of 1b (1.00g, 21 mmol) in EtOH (40 mL) at ambient temperature. The reaction was refluxed for 6 h and concentrated under reduced pressure. The reaction mixture was extracted with EtOAc followed by extraction with brine. The organic phase was dried over Na2SO4 overnight and the solvent was removed in vacuo. The crude product was purified by silica gel column chromatography to yield the target product 1d (yield: 73%). 1HNMR (300 MHz, DMSO-d6 ) delta 12.66 (s, 1H), 8.12 (dd, J = 7.5, 1.9 Hz, 2H), 7.81-7.65 (m, 3H), 7.62 (s, 1H), 4.41 (q, J = 7.1 Hz, 2H), 1.35 (t, J = 7.1 Hz, 3H).

7063-99-2 Ethyl 5-phenylisoxazole-3-carboxylate 571142, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Article; Hao, Qingjing; He, Mengting; Jiang, Kaixuan; Shang, Yanguo; Wang, Jinxin; Bioorganic and medicinal chemistry letters; vol. 30; 10; (2020);,
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

1.08 g of 93% diethyl cyanophosphonate and 0.92 ml of triethylamine were added to a mixture of 1.22 g of 3-phenyl-5-methylisoxazole-4-carboxylic acid, 1.87 g of Compound 1B as its base and 30 ml of anhydrous dimethylformamide stirred at 0-5C. The temperature was allowed to rise to 20-25C and, after 3.5 hours’ stirring, the mixture was poured into 300 ml of water and extracted with ethyl acetate. The combined organic layers were washed with 5% aqueous sodium carbonate and water. After drying on sodium sulphate, the solvent was removed in vacuo. The crude was crystallised from ethanol to yield 2.11 g (75%) of the title compound, melting at 139-142C.1H-NMR (200MHz, CDCl3, delta): 7.60-7.70, m, 2H, phenyl H2, H6; 7.45-7.55, m, 3H, phenyl H3, H4, H5; 6.95, dd, 1H, methoxyphenyl H4; 6.85, d, 1H, methoxyphenyl H6; 6.75, d, 1H, methoxyphenyl H3; 6.25, t, 1H, NH; 3.82, s, 3H, OCH3; 3.40, q, 2H, NHCH2; 2.80-2.95, m, 4H, 2 piperazine CH2s; 2.69, s, 3H, CH3; 2.40-2.55, m, 4H, 2 piperazine CH2s; 2.30, t, 2H, CONHCH2CH2CH2N; 1.55-1.70, m, 2H, CH2CH2CH2.

1136-45-4, 1136-45-4 5-Methyl-3-phenylisoxazole-4-carboxylic acid 14343, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; Leonardi, Amedeo; EP1226131; (2003); B1;,
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.

To a solution of phosgene (20percent in toluene, 1.13 mL, 2.18 mmol) in CH2Cl2 (20 mL) at 0 ¡ãC was added anh. pyridine (0.176 mL, 2.18 mmol), followed by 5-amino-3-tert-butylisoxazole (0.305 g, 2.18 mmol). The resulting solution was allowed to warm to room temp. over 1 h, and then was concentrated under reduced pressure. The solid residue dried in vacuo for 0.5 h.

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

Reference£º
Patent; Bayer Pharmaceuticals Corp.; EP1047418; (2005); B1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem