Tag: M.W:100-200

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88511-37-9,1-(Isoxazol-3-yl)ethanone,as a common compound, the synthetic route is as follows.,88511-37-9

General procedure: To a solution of ketone A in THF cooled to -78 C, LiHMDS (e.g., 0.9 eq, 1.0 M in toluene) is added dropwise, for example using a syringe. The reaction mixture is then allowed to warm to about 0 C, then charged with diethyl oxalate (1.2 eq). At this time, the reaction mixture is warmed to room temperature and stirred at that temperature until judged complete (e.g., using either TLC or LC/MS analysis). Once the reaction is complete (reaction time typically about 45 minutes), the product dione enolate B is used as-is in Step 2, i.e., the cyclization step, without any further purification

The synthetic route of 88511-37-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IRONWOOD PHARMACEUTICALS, INC.; IM, G-Yoon, Jamie; IYENGAR, Rajesh; MOORE, Joel; FRETZEN, Angelika; WO2014/47111; (2014); 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.35166-33-7,3-Hydroxymethyl-5-methylisoxazole,as a common compound, the synthetic route is as follows.

Example 253 (5-Methyl-3-isoxazolyl)methyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate Phenyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate (30 mg, 0.065 mmol) was mixed with (5-methyl-3-isoxazolyl)methanol (0.05 mL) in pyridine (0.5 mL). The reaction mixture was heated at 100 C. overnight. The solvent was removed and the residue was purified by preparative reverse phase LC/MS to give (5-methyl-3-isoxazolyl)methyl N-[4-(4-amino-7-tetrahydro-2H-4-pyranyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxyphenyl]carbamate (18 mg, 0.038 mmol). 1H NMR (CDCl-d) delta2.06(m, 4H), 2.44 (s, 3H), 3.64 (m, 2H), 3.91 (s, 3H), 4.13 (m, 2H), 4.96 (m, 1H), 5.26 (s, 2H), 6.12(s, 1H), 6.95 (s, 1H), 7.06 (m, 2H), 7.39 (s, 1H), 8.17 (bs, 1H), 8.21(s, 1H). LC/MS: MH+479., 35166-33-7

As the paragraph descriping shows that 35166-33-7 is playing an increasingly important role.

Reference£º
Patent; Hirst, Gavin C.; Calderwood, David; Munschauer, Rainer; Arnold, Lee D.; Johnston, David N.; Rafferty, Paul; US2003/153752; (2003); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 3,5-dimethylisoxazole-4-carboxylic acid (0.3 mmol), oxalyl chloride (125 ? ) and catalytic amount of DMF was stirred at room temperature for 2h. After evaporating to dryness, the residual crude acid chloride was dissolved in 2 mL DCM. To the solution was added 3 (26 mg, 0.1 mmol) and DIEA (52 ??^). After stirring overnight at room temperature, the reaction mixture was worked up with aq. NaHCOs/DCM. DCM phase was washed with brine and concentrated to dryness. The residue was dissolved in 2 mL THF/MeOH/H20 (5:4: 1) and stirred with IN NaOH (100 ??) at room temperature for 2h before worked up with EA/ aq. NaHC03. Silica gel flash chromatography furnished (3,5-dimethylisoxazol-4-yl)-N-{3-fluoro-4- [l-methyl-3-(trifluoromethyl)pyrazol-5-yl]phenyl}carboxamide 92 (16 mg, yield: 41.9%, purity >95%) as a colorless gel. MS (ESI) [M+H]+ 383.1., 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; CALCIMEDICA, INC.; CAO, Jianguo; WHITTEN, Jeffrey, P.; WANG, Zhijun; ROGERS, Evan; GREY, Jonathan; WO2013/59666; (2013); 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.3209-71-0,Isoxazole-3-carboxylic Acid,as a common compound, the synthetic route is as follows.

a) Ethyl 5-(isoxazol-3-yl)-1,2,4-oxadiazole-3-carboxylate Ethyl aminohydroxyiminoacetate (3.78 mmol, 0.5 g), 3-isoxazolecarboxylic acid (3.78 mmol, 0.428 g) and 1,3-diisopropylcarbodiimide (4.16 mmol, 0.525 g) were dissolved in DCM (70 ml) under nitrogen atmosphere. The mixture was stirred at RT for a day. The solvent was evaporated to dryness and the residue was dissolved in pyridine and refluxed for 6 h and overnight at RT. Pyridine was evaporated and the residue was diluted with DCM and water. The aqueous phase was extracted four times with DCM. The combined organics were washed with aqueous HCl solution, saturated NaHCO3, water and brine. The organic phase was dried, filtered and evaporated. The crude product was purified by flash chromatography. 0.396 g of the title compound was obtained. Rotamers were obtained in 1H-NMR and analysis was repeated at elevated temperature. 1H-NMR (400 MHz, DMSO-d6, +60 C.): delta 1.38 (t, 3H), 4.49 (q, 2H), 7.21 (d, 1H), 9.05 (d, 1H).

3209-71-0, As the paragraph descriping shows that 3209-71-0 is playing an increasingly important role.

Reference£º
Patent; ORION CORPORATION; Toermakaengas, Olli; Wohlfahrt, Gerd; Salo, Harri; Ramasurbamanian, Rathna Durga; Patra, Pranab Kumar; Martin, Arputharaj Ebenezer; Heikkinen, Terhi; Vesalainen, Anniina; Moilanen, Anu; Karjalainen, Arja; US2014/94474; (2014); 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

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

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

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

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

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