Month: August 2020

169547-67-5, 3-(4-(Bromomethyl)phenyl)isoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (0.27 g, 0.834 mmol), prepared as described in Example 244, in DMF (4 mL), potassium carbonate (0.23 g, 1.67 mmol) and 3-(4-(bromomethyl)phenyl)isoxazole (0.248 g, 1.04 mmol) were added. The resulting mixture was heated to 65 C. After 2 h, the reaction mixture was then cooled to RT and diluted with EtOAc (200 mL). The resultant solution was then washed with water and saturated aqueous NaCl. The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography eluting with hexanes/EtOAc to give the title compound, 2-(4-(isoxazol-3-yl)benzyl)-7-(4-chlorophenyl)-8-(pyridin-4-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one, as a light yellow solid. HPLC RT: 2.60 min; 1H NMR (CDCl3): delta 8.64 (d, J=1.1 Hz, 1H), 8.63 (d, J=1.7 Hz, 1H), 8.45 (d, J=1.7 Hz, 1H), 8.20 (s, 1H), 7.80 (d, J=8.2 Hz, 2H), 7.50 (d, J=8.2 Hz, 2H), 7.34 (m, 2H), 7.23 (m, 2H), 7.10 (m, 2H), 6.65 (d, J=2.2 Hz, 1H), 5.26 (s, 2H).

The synthetic route of 169547-67-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Yu, Guixue; Ewing, William R.; Mikkilineni, Amarendra B.; Pendri, Annapurna; Sher, Philip M.; Gerritz, Samuel; Ellsworth, Bruce A.; Wu, Gang; Huang, Yanting; Sun, Chongqing; Murugesan, Natesan; Gu, Zhengxiang; Wang, Ying; Sitkoff, Doree; Johnson, Stephen R.; Wu, Ximao; US2005/143381; (2005); 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.1188032-12-3,5-(3-Fluorophenyl)isoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 40 5-(3-Fluoro-phenyl)-isoxazole-3-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide DIPEA (153 mg, 0.2 mL, 1.18 mmol) followed by HOBT (48 mg, 0.35 mmol) and EDCI (69 mg, 0.35 mmol) were added to a stirred solution of 5-(3-Fluoro-phenyl)-isoxazole-3-carboxylic acid (69.96 mg, 0.34 mmol) (prepared according to a procedure similar to that described in synthesis procedure 3, steps 1-4-b, using 3′-Fluoro-acetophenone (Aldrich, St. Louis, Mo.) as starting material) in DMF (2 mL) at room temperature. After 2 minutes 2-Amino-1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone hydrochloride salt (prepared according to a procedure similar to that described in synthesis procedure 1, using 5-Fluoro-2-trifluoromethyl-benzoic acid (Aldrich, St. Louis, Mo.) as a starting material) (125 mg, 0.34 mmol) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and extracted with ethyl acetate. The organic layer was washed with brine and dried over Na2SO4, concentrated under reduced pressure to afford the residue. The residue obtained was purified by recrystallisation from 10% EtOAc in Hexane to afford 45 mg (57.3%) of 5-(3-Fluoro-phenyl)-isoxazole-3-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide. LCMS Purity: 92.46%. 1H NMR (DMSO-d6): delta 8.72 (m, 1H), 7.86 (m, 1H), 7.78 (m, 2H), 7.44 (m, 4H), 7.38 (m, 1H), 4.1 (m, 2H), 3.4 (m, 6H), 3.0 (m, 2H).

The synthetic route of 1188032-12-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bischoff, Alexander; Subramanya, Hosahalli; Sundaresan, Kumar; Sammeta, Srinivasa Raju; Vaka, Anil Kumar; US2010/160323; (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.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.

General procedure: The acid chloride (1 eq), ammonium thiocyanate (1.7 eq) and 1 drop of PEG-400 in DCM were stirred for 1 hour. 2-(4-Isopropylphenoxy)acetohydrazide (0.97 eq) was added and the reaction was stirred for 0.5 hours

62348-13-4 Isoxazole-5-carbonyl chloride 2736707, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Article; Lounsbury, Nicole; Eidem, Tess; Colquhoun, Jennifer; Mateo, George; Abou-Gharbia, Magid; Dunman, Paul M.; Childers, Wayne E.; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1127 – 1131;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

5765-44-6, 5-Methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 Ethyl 2-amino-5-cyano-6-methyl-4-(3-phenyl-1,7-naphthyridin-5-yl)-1,4-dihydropyridine-3-carboxylate STR24 2 g (8.5 mmol) of 3-phenyl-1,7-naphthyridine-5-carboxaldehyde are suspended in 20 ml of ethanol and stirred with 0.7 ml (8.5 mmol) of 5-methylisoxazole. A solution of 196 mg of sodium in 14 ml of ethanol is added and the mixture is stirred for 2 hours at 50 C. 1.42 g of ethyl amidinoacetate hydrochloride and 0.51 ml (8.5 mmol) of acetic acid are added and the mixture is boiled for 16 hours. After cooling, 10 g of silica gel are added and the mixture is concentrated in vacuo. The residue is chromatographed on a silica gel column using toluene/ethyl acetate mixtures. After concentration of the pure fractions, the product is crystallized by trituration with ether. 2 g of crystals are obtained.

As the paragraph descriping shows that 5765-44-6 is playing an increasingly important role.

Reference£º
Patent; Bayer Aktiengesellschaft; US5434153; (1995); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

1072-67-9, 5-Methylisoxazol-3-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a suspension of 4-hydroxyquinolin-2(1H)-one (7, 1 mmol, 161 mg) in H2O:EtOH(1:1) (8 mL), DBU (20 mol%) was added. The reaction mixture was heated and stirred at 50 C for 15 min to dissolve the reactant. Then, aryl glyoxal monohydrates(1a-h, 1 mmol), 5-methylisoxazol-3-amine (6, 1 mmol, 98 mg) were added to the reaction mixture, which was stirred at the above-mentioned temperature for appropriate times as shown in Table 2. The progress of reaction was controlled by TLC using MeOH:CHCl3/1:10 as eluent. After completion of the reaction, the precipitate was filtered, washed with water and dried to give the desired products 8a-h in high yield (82-89%).

The synthetic route of 1072-67-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Aslanpanjeh, Maryam; Poursattar Marjani, Ahmad; Khalafy, Jabbar; Etivand, Nasser; Research on Chemical Intermediates; vol. 46; 1; (2020); p. 165 – 177;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19788-37-5,4-(Chloromethyl)-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

General procedure: To the solution of compound 3 (1 equiv) in MeCN was addedNaH (3 equiv) and the Benzyl chloride derivatives (1.5 equiv) atroom temperature. The reaction mixture was stirred at roomtemperature for 4 h. The mixture was extracted with ethyl acetate,washed with brine, dried (Na2SO4), and filtered. The filtrate wasconcentrated in vacuo, and the residue was purified by columnchromatography (silica gel, ethyl acetate/Petroleum ether) to givethe desired product.

The synthetic route of 19788-37-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Liu, Hong-Min; Suo, Feng-Zhi; Li, Xiao-Bo; You, Ying-Hua; Lv, Chun-Tao; Zheng, Chen-Xing; Zhang, Guo-Chen; Liu, Yue-Jiao; Kang, Wen-Ting; Zheng, Yi-Chao; Xu, Hai-Wei; European Journal of Medicinal Chemistry; vol. 175; (2019); p. 357 – 372;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

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

Into a 50-mL round-bottom flask was placed racemic 5-cyclopropyl-1,2-oxazole-3-carboxylic acid (121 mg, 0.79 mmol, 1.00 equiv), tert-butyl N-[(1R,3S,4R)-4-amino-3-benzylcyclohexyl]carbamate (240 mg, 0.79 mmol, 1.00 equiv), EDCI (302 mg, 1.58 mmol, 2.00 equiv), HOBT (213 mg, 1.58 mmol, 2.00 equiv), TEA (319 mg, 3.15 mmol, 4.00 equiv), and dichloromethane (10 mL). The resulting solution was stirred at room temperature overnight. The mixture was washed with 1*10 of water and dried over anhydrous sodium sulfate. The solids were filtered out and the filtrate concentrated tinder vacuum. The residue was purified on a silica gel column with dichloromethane/methanol (50:1). This resulted in 280 mg (81%) of racemic tert-butyl N-[(1R,3S,4R)-3-benzyl-4-(5-cyclopropyl-1,2-oxazole-3-amido)cyclohexyl]carbamate as a white solid. LCMS (method D, ESI): RT=2.12 min, m/z=462.1 [M+Na]+.

The synthetic route of 110256-15-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EPIZYME, INC.; Foley, Megan Alene Cloonan; Kuntz, Kevin Wayne; Mitchell, Lorna Helen; Munchhof, Michael John; (57 pag.)US2020/123142; (2020); 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.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: Compounds were synthesized in solution phase using Boc-protected amino acids on 100-200mg scale. Firstly, the amino acid (1.2-1.5equiv) was activated with HBTU (1.5equiv) and DIPEA (1.5equiv) as 0.2-0.5M solution in DMF for 10min. Then the solution was added to an amino group bearing C-terminal moiety (R1R2NH) and the mixture was stirred for a minimum of 1h at room temperature. The reaction mixture was diluted with EtOAc and washed with saturated NaHCO3 (2¡Á). The organic extracts were dried over MgSO4, filtered and evaporated in vacuo. The crude product was then treated with 20% TFA in DCM and stirred for 1-2h to remove the Boc group. TFA was removed by evaporating the reaction mixture under a stream of N2. The residue was dissolved in DCM and washed with saturated NaHCO3 (2¡Á). DCM phase was dried with MgSO4, filtered and evaporated in vacuo. Subsequent N-Boc-amino acids and amines were sequentially coupled under the same conditions. Each coupling reaction was monitored by ESMS, with most reactions going to completion overnight. All final compounds were purified on rpHPLC (97% by analytical HPLC) and fully characterized by NMR and HRMS (yields between 30% and 40%).

21169-71-1 Isoxazole-5-carboxylic acid 2060599, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Article; Yau, Mei-Kwan; Liu, Ligong; Lim, Junxian; Lohman, Rink-Jan; Cotterell, Adam J.; Suen, Jacky Y.; Vesey, David A.; Reid, Robert C.; Fairlie, David P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 3; (2016); p. 986 – 991;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1072-67-9,5-Methylisoxazol-3-amine,as a common compound, the synthetic route is as follows.

PREPARATIVE EXAMPLE 13.23; Step A; To a stirred solution of acid (630mg) from Preparative Example 13.19, Step B in CH2CI2 (25mi) was added oxalyl chloride (235ul) followed by a catalytic amount of DMF (10ul). The mixture was stirred for 1 hr, then potassium carbonate (1.8g) was added followed by 3-amino-5-methylisoxazole (443mg). The reaction stirred overnight and was quenched with water (25ml). Layers were separated and the organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The crude product was purified by preparative plate chromatography (CH2CI2) to afford the product (580mg, 78%, MH+=317,319).

1072-67-9 5-Methylisoxazol-3-amine 66172, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2005/66147; (2005); 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.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