Analyzing the synthesis route of 946426-89-7

946426-89-7, The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

10d) Methyl 7-[4-({[5-cyclopropyl-3-(2,6-dichlorophenyl)-4-isoxazolyl]methyl}oxy)phenyl]-3-isoquinolinecarboxylate To a solution of [5-cyclopropyl-3-(2,6-dichlorophenyl)-4-isoxazolyl]methanol (51 mg, 0.18 mmol), methyl 7-(4-hydroxyphenyl)-3-isoquinolinecarboxylate (50 mg, 0.18 mmol) and triphenylphosphine (52 mg, 0.20 mmol) in dichloromethane (1.5 mL) was added diisopropyl azodicarboxylate (0.035 mL, 0.20 mmol). The solution was heated in a microwave reactor at 90 C. for 10 minutes and then allowed to stand overnight. The mixture was adsorbed onto silica gel and purified by chromatography (silica gel, 0-1.25% methanol in dichloromethane) to afford methyl 7-[4-({[5-cyclopropyl-3-(2,6-dichlorophenyl)-4-isoxazolyl]methyl}oxy)phenyl]-3-isoquinolinecarboxylate (54 mg, 55%). 1H-NMR (400 MHz, DMSO-d6) delta 9.39 (s, 1H), 8.63 (s, 1H), 8.44 (s, 1H), 8.29-8.14 (m, 2H), 7.75 (d, J=9 Hz, 2H), 7.61-7.50 (m, 3H), 6.96 (d, J=9 Hz, 2H), 4.94 (s, 2H), 3.91 (s, 3H), 2.50-2.46 (m, 1H), 1.21-1.14 (m, 4H).

946426-89-7, The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SmithKline Beecham Corporation; US2008/96921; (2008); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Simple exploration of 946426-89-7

946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

3-Chloro-4-bromophenol (3.8 g, 18.3 mmol) was mixed with (5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methanol (3.47 g, 12.2 mmol) and triphenylphosphine (6.41 g, 24.4 mmol) in toluene (150 mL). The mixture was cooled in an ice-bath and DIAD (4.8 mL, 24.4 mmol) as a solution in toluene (10 mL) was added drop-wise. The reaction was stirred at rt for 21 h and the solvents were removed on a rotavap leaving a yellow oily residue. This was dissolved in DCM (200 mL), silica (?20 g) was added and the mixture was evaporated to dryness. This material was loaded on the top of a silica column and purified eluting with hexanes/MTBE 9:1. The product containing fractions were pooled and the solvent removed under reduced pressure, leaving pure product 8e as a colourless oil that crystallized upon drying under vacuum overnight. Yield: 5.07 g (88%). H-NMR (CDCl3), delta (ppm): 7.45-7.30 (m, 4H), 6.90 (s, 1H), 6.60-6.55 (m, 1H), 2.15-2.07 (m, 1H), 1.32-1.25 (m, 2H), 1.20-1.11 (m, 2H), 946426-89-7

946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PHENEX PHARMACEUTICALS AG; Kinzel, Olaf; Steeneck, Christoph; Kremoser, Claus; US2014/221659; (2014); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Some tips on 946426-89-7

946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

The intermediate compound (12.2 g, 43.02 mmol) prepared in the above step 4 was dissolved in dichloromethane (158 ml) and then cooled to 0 C.Triphenylphosphite (TPP, 16.9 g, 64.53 mmol) and tetrabromomethane (21.4 g, 64.53 mmol) were slowly added at the same temperature and stirred at room temperature for 4 hours.The reaction mixture was concentrated and purified by silica gel chromatography to obtain the title compound (13.44 g, 90%)., 946426-89-7

946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Ildong Pharmaceutical Co., Ltd.; Kang Jae-hun; Lee Hong-seop; Lee Yun-seok; Jeong Jin-a; Kwon Seong-uk; Kim Gyeong-seon; Song Dong-geun; Choi Ji-hye; Hwang Hye-min; (43 pag.)KR2018/115126; (2018); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Downstream synthetic route of 946426-89-7

As the paragraph descriping shows that 946426-89-7 is playing an increasingly important role.

946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Compound 23e (800 mg, 2.05 mmol) and Compound INT-003 (630 mg, 2.22 mmol) in toluene (12 mL) was added cesium carbonate (1.3 g, 3.98 mmol), RockPhos (94 mg, 0.19 mmol) and [PdCl(allyl)]2 (15 mg, 0.04 mmol). The resulting solution was stirred for 2 h at 80C under N2atmosphere. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 :2). The collected fractions were combined and concentrated under vacuum. This resulted in 0.8 g (66%) of the title compound as a solid. LC-MS (ES, m/z): [M+H]+= 595.3, 946426-89-7

As the paragraph descriping shows that 946426-89-7 is playing an increasingly important role.

Reference£º
Patent; HEPAGENE THERAPEUTICS, INC.; XU, Xiaodong; (106 pag.)WO2018/75207; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Simple exploration of 946426-89-7

946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of compound A6e: [Show Image] To the solution of benzotrizole (17.85 g, 194.3 mmol) in 100 mL of dry DCM was added SOCl2 (23.09 g, 73.7 mmol) at 0C, and stirred at room temperature for 1 hour. The resulting mixture was added to the solution of compound A5e (55 g, 194.3 mmol) in 500 mL of dry DCM at room temperature and stirred for 1.5 h. 120 mL of water was added to the mixture for quench, and the mixture was extracted with DCM. The organic layer was washed with 1 N aq. NaOH solution, dried over Na2SO4, filtered, concentrated and purified by chromatography on silica gel (eluent: PE/EtOAc = 10/1) to give 47.4 g of compound A6e as a white solid (Yield: 81 %). 1H NMR (400 MHz, CDCl3): delta 1.23-1.33 (m, 4H), 2.14 (m, 1H), 4.40 (s, 2H), 8.31 (s, 2H)., 946426-89-7

946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; Phenex Pharmaceuticals AG; EP2289883; (2011); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Analyzing the synthesis route of 946426-89-7

946426-89-7, The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of Compound 24a (120 mg, 0.31 mmol) and Compound INT-003 (90 mg, 0.32 mmol) in toluene (3 mL) was added CS2CO3 (200 mg, 0.61 mmol), Rockphos (13 mg, 0.03 mmol), [PdCl(allyl)]2(4 mg, 0.01 mmol). The reaction was stirred for 4 h at 80C under N2atmosphere. The filtrate was concentrated under vacuum after filtration. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 : 1) This resulted in 110 mg (61%) of the title compound as a solid. LC-MS (ESI, m/z): [M+H]+= 582.3

946426-89-7, The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HEPAGENE THERAPEUTICS, INC.; XU, Xiaodong; (106 pag.)WO2018/75207; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Simple exploration of 946426-89-7

946426-89-7, 946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 5 4-Bromomethyl-5-cyclopropyl-3-f2.6-dichloro-phenvD-isoxazoleTo a 0 C solution of (5-cyclopropyl-3-(2,6-dichloro-phenyl)-isoxazol-4-yl)-methanol (0.124 g,0.44 mmol) in dichloromethane (4 mL) is added phosphorous tribromide (0.261 g, 0.963 mmol). The ice bath is removed after 20 minutes and the reaction is allowed to stir for an additional twenty minutes at room temperature. The reaction mixture is quenched with pH 7 buffer and extracted with dichloromethane several times. The organic layers are combined, washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to yield the title compound (0.124 g, 82%). 1H-NMR (400 MHz CDCl3) delta 7.45-7.33 (m, 3H), 4.20(s, 2H), 2.09 (m, IH), 1.27 (m, 2H), 1.16 (m, 2H).

946426-89-7, 946426-89-7 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol 45790382, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2007/92751; (2007); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Brief introduction of 946426-89-7

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 6: Ethyl 5-(4-(2-chloro-4-((5-cvclopropyl-3-(2,6-dichlorophenvnisoxazol-4- yl)methoxy)phenyl)-4-hvdroxypiperidin-1 -yl)-1 -isopropyl-1 /-/-pyrazole-3-carboxylate (39f) To a suspension of intermediate 39e (230 mg, 0.56 mol), (5-cyclopropyl-3-(2,6- dichlorophenyl)isoxazol-4-yi)methanol (158 mg, 0.56 mol) and PPh3 (239 mg, 1.1 mmol) in toluene (10 ml) was added DIAD (226 mg, 1.1 mmol) dropwise at 0C. The resulting mixture was stirred at rt for 4 h. The reaction mixture was diluted with H20, extracted with EtOAc (20 mL x 3) and the organic layers were concentrated to dryness. The residue was and purified by preparative TLC (EtOAc/PE=1/1 ) to give the title compound (220 mg)., 946426-89-7

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GILEAD SCIENCES, INC.; KINZEL, Olaf; KREMOSER, Claus; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KROPF, Jeffrey, E.; SCHMITT, Aaron; WATKINS, William, J.; XU, Jianjun; GEGE, Christian; (92 pag.)WO2016/96116; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Analyzing the synthesis route of 946426-89-7

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of (5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methanol (2.1 g, 7.4 mmol) in DCM (37.0 mL) was added a mixture of pyridinium chlorochromate (6.4 g, 29.6 mmol) and finely ground 3 A molecular sieves (6.1 g). The resulting mixture was stirred at room temperature for 30 min and then filtered through a pad of Celite. The pad was washed with MeOH/DCM. The filtrate was evaporated and the residue was purified by flash chromatography on SiO2 (0-100% EtOAc/hexanes, Isco 80 g column) to give 5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-carbaldehyde (1.9 g, 6.8 mmol, 93% yield) as a white solid. 1H NMR (500 MHz, CDCl3) delta 9.67 (s, 1H), 7.49-7.44 (m, 2H), 7.43-7.37 (m, 1H), 2.82 (tt, J=8.3, 5.2 Hz, 1H), 1.52-1.45 (m, 2H), 1.40-1.33 (m, 2H).

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Carpenter, Joseph E.; Huang, Yanting; Wang, Ying; Wu, Gang; (137 pag.)US2019/127362; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Brief introduction of 946426-89-7

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thionylchloride (62 ml, 0.52 mol) was added slowly to a solution of (5-cyclopropyl-3- (2,6-dichlorophenyl)isoxazol-4-yl)methanol (1.5 g, 5.3 mmol) in dichloromethane (100 ml) at 0-5 C and the resulting mixture allowed to warm to room temperature. After 2 h the reaction mixture was concentrated under reduced pressure and dissolved in DMF (15 ml). 4-(2-(4- Bromophenyl)cyclopropyl)-3-chlorophenol (1.8 g, 5.80 mmol), potassium carbonate (4.7 g, 34.33 mmol) and sodium iodide (800 mg, 5.33 mmol) were then added and the reaction mixture heated at 60-65 C. After 16 h the reaction was poured into water, extracted with ethyl acetate, the organic layer washed with water, brine, dried over anhydrous Na2S04, filtered, concentrated under reduced pressure and purified using silica gel column chromatography, eluting with 20% EtOAc in petroleum ether to give the titled compound (710 mg, 23 %) as a solid. LC-MS: 2.76 mins, [M+H]+ 588

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INORBIT THERAPEUTICS AB; SHARMA, Rajiv; BENTHEM, Lambertus; JUDKINS, Robert; (69 pag.)WO2020/33382; (2020); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem