Tag: M.W:100-200

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.

62348-13-4, To a mixture of tert-butyl 4-(4-(2-chloropyrimidin-4-yi)-lH-pyrazol-l-yl)-4- (cyanomethyl)piperidine- 1 -carboxylate (0.259 g, 0.643 mmol) in 2 mL of dioxane was added 4 M HCl in dioxane (4.0 mL). The reaction was stirred at room temperature for 30 min, then evaporated to dryness. To the resulting crude HCl salt in methylene chloride (5.0 mL) was added triethylamine (0.269 mL, 1.93 mmol) followed by isoxazole-5-carbonyl chloride (0.0744 mL, 0.771 mmol). The mixture was stirred at room temperature for 30 min, washed with saturated sodium bicarbonate, dried, and evaporated to dryness. The residue was used directly in next step (233 mg, 91%). LCMS (M+H) 398.0.

The synthetic route of 62348-13-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INCYTE CORPORATION; WO2009/64835; (2009); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

21169-71-1, Isoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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

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

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.14441-90-8,5-Phenylisoxazole-3-carboxylic acid,as a common compound, the synthetic route is as follows.

Into a 100-mL round-bottom flask, was placed a solution of [ -trans-3- aminocyclobutyl]-lH-pyrazol-3-yl]methanol (120 mg, 0.72 mmol, 1.00 eq., prepared using similar procedure as shown in example 29) in dichloromethane (5 mL). To the solution were added 5-phenyl-l ,2-oxazole-3-carboxylic acid (163 mg, 0.86 mmol, 1.20 eq.) and HCTU (360 mg, 0.87 mmol, 1.20 eq.). This was followed by the addition of DIEA (278 mg, 2.15 mmol, 3.00 eq.) dropwise with stirring. The resulting solution was stirred for 1 hour at room temperature. The reaction was then quenched by the addition of water. The resulting solution was extracted with dichloromethane (3×50 mL). The organic layers were combined, dried and concentrated under vacuum. The crude product was purified by Prep-HPLC with the following conditions (Waters): Column, Bridget Prep C18 5um OBDTM 19* 100mm; mobile phase, water with 0.05% NH4HCO3 and CH3CN (40.0% CH3CN up to 80.0% in 10 min, up to 95.0% in 1.5min, down to 40.0% in 1.5min); Detector, 254nm. This resulted in 44.7 mg (18%) of 5- phenyl-N-frara-S-fS-^ydroxymethy^-lH-pyrazol-l-ylJcyclobutylJ-l^-oxazole-S-carboxamide as a white solid. [0382] LC-MS: (M+H)+ = 339 [0383] Analytical data: lH NMR (400MHz, DMSO-i): delta 9.32-9.30 (d, J= 6.8 Hz, 1H), 7.95-7.94 (d, J = 6.0 Hz, 2H), 7.74 (s, 1H), 7.57-7.55 (m, 3H), 7.38 (s, 1H), 6.20 (s, 1H), 5.02- 4.99 (t, J= 5.6Hz, 1H), 4.96-4.95 (m, 1H), 4.71-4.65 (m, 1H), 4.44-4.42 (d, J= 6.0 Hz, 2H), 2.75-2.63 (m, 4H). [0384] HPLC purity: 98.8% at 254 nm., 14441-90-8

The synthetic route of 14441-90-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (178 pag.)WO2016/115090; (2016); 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.88511-37-9,1-(Isoxazol-3-yl)ethanone,as a common compound, the synthetic route is as follows.

88511-37-9, To a -78 C solution of l-(isoxazol-3-yl)ethanone (46 mg, 0.41 mmol) in tetrahydrofuran (1 mL) was added lithium hexamethyldisilazide (1 M in toluene, 370 mu, 0.37 mmol) in a dropwise manner over the course of 5 minutes. The solution was immediately warmed to 0 C for 30 minutes at which point methyl pyrimidine-2-carboxylate (49 mg, 0.35 mmol) was added in a single portion. After stirring for 15 minutes at 0 C, the solution was warmed to room temperature for 18 hours. The solvent was removed in vacuo, and residue was diluted with ether (5 mL) and filtered. The resulting solid (72 mg, 0.32 mmol) was re-suspended in ethanol (0.5 mL) with 3-fluoro-2-(hydrazinylmethyl)pyridine dihydrochloride (60 mg, 0.28 mmol). The solution was heated to 40 C until LCMS indicated consumption of intermediate dione. The solvent was removed in vacuo. The crude residue was purified via silica gel chromatography (3-100% hexanes in ethyl acetate) to give compound 57 (20 mg, 20% yield) as an off-white solid. Compound-57: 1H-NMR (400 MHz, CDC13) delta 8.81 (d, 2H), 8.43 (d, 1H), 8.21 (d, 1H), 7.49 (s, 1H), 7.35 (dt, 1H), 7.21 (t, 1H), 7.12-7.16 (m, 1H), 6.68 (d, 1H), 6.19 (s, 2H).

88511-37-9 1-(Isoxazol-3-yl)ethanone 21349800, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; IRONWOOD PHARMACEUTICALS, INC.; KIM, Charles; NAKAI, Takashi; MOORE, Joel; PERL, Nicholas, Robert; IM, G-yoon, Jamie; BARDEN, Timothy, Claude; IYENGAR, Rajesh, R.; ZIMMER, Daniel, P.; FRETZEN, Angelika; RENHOWE, Paul, Allan; WO2013/101830; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

3209-71-0, Isoxazole-3-carboxylic Acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Aromatic or non-aromatic heterocyclic acid (1 eq) and HATU (1.2 eq) were weighed out and transferred to a vial to which DMF and DIPEA (3-5 eq) were subsequently added. The amine(HNRR) was added to the reaction mixture as a free base or HCl salt after a short period and the reaction was stirred atroom temperature or at 50 C. for 2-18 hours. Reaction conversion wasmonitored by LCMS. Upon completion, the reaction was cooled and the crudeproduct was triterated via addition ofwater and collected by filtration orextracted with sat ammonium chloride and DCM. Trituration or purification by chromatography gave the amide., 3209-71-0

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

Reference£º
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

21169-71-1, Isoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The title compound N-[5(S)-3-[4-(1-cyanocyclopropan-1-yl)phenyl]-2-oxooxazolidin-5-ylmethyl]isoxazole-5-carboxamide (197 mg) was prepared from 5(S)-aminomethyl-3-[4-(1-cyanocyclopropan-1-yl)phenyl]oxazolidin-2-one (150 mg) and isoxazole-5-carboxylic acid (85.7 mg) in the same manner as described for EXAMPLE 62. [0508] MS (EI+) m/z: 352 (M+). [0509] HRMS (EI+) for C18H16N4O4 (M+): calcd, 352.1172; found, 352.1179.

21169-71-1, The synthetic route of 21169-71-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Fukuda, Yasumichi; US2003/225107; (2003); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

21169-71-1, Isoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 134 Isoxazole-5-carboxylic acid (1-{4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-amide To a solution of 12.0 mg (0.106 mmol) of isoxazole-5-carboxylic acid in 2 mL of dichloromethane and 0.2 mL of N,N-dimethylformamide 15 mg (0.036 mmol) of 1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide (Reference Example 9), 40.5 mg (0.106 mmol) of HBTU and 28.8 muL (0.43 mmol) of triethylamine were added. The mixture was shaken at room temperature for 18 h, then purified by column chromatography using n-hexane and ethylacetate as eluent to yield 17 mg (91%) of the title compound. MS (EI) 517.1 (MH+)., 21169-71-1

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

Reference£º
Patent; Richter Gedeon Nyrt.; Beke, Gyula; Benyei, Gyula Attila; Borza, Istvan; Bozo, Eva; Farkas, Sandor; Hornok, Katalin; Papp, Andrea; Vago, Istvan; Vastag, Monika; US2013/217702; (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.59669-59-9,3-(tert-Butyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

59669-59-9, General procedure: A solution of compounds 10a?d or compounds 17a?d (1.0 mmol) in dichloromethane (10 mL) was slowly added to a stirred solution of triphosgene (109 mg, 0.36 mmol) in dichloromethane (50 mL) over a period of 30 min using a syringe. After stirring for a further 30 min, a solution of compound 25a?r (0.6 mmol) and triethylamine (0.4 mL, 2.77 mmol) in dichloromethane (10 mL) was added in one portion. The reaction mixture was stirred for 2 h at room temperature. After completion of the reaction, the reaction was poured into water (50 mL) and extracted three times with dichloromethane. The organic layer was washed with water (5 mL), sat. NaCl solution (5 mL), anddried over Na2SO4. After evaporation of solvent under vacuum, the residue was purified by silica gel chromatography to give the desired chromanylurea or 2H-chromenyl urea compounds.

The synthetic route of 59669-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, Xingzhou; Zhou, Xinming; Zhang, Jing; Wang, Lili; Long, Long; Zheng, Zhibing; Li, Song; Zhong, Wu; Molecules; vol. 19; 2; (2014); p. 2004 – 2028;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

3445-52-1, 5-Methylisoxazole-3-carboxamide is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 STR80 2.52 g (0.02 mol) of 5-methyl-isoxazole-3-carboxamide are dissolved in 50 ml of 1,4-dioxane and after adding 3.4 g (0.06 mol) of powdered potassium hydroxide the mixture is stirred at 80 C. for 30 minutes. The mixture is cooled, 5.7 g (0.022 mol) of methyl 2-chlorosulphonylbenzoate are added at room temperature for 20 hours. The solvent is then distilled off in vacuo, the residue is taken up in water and the solution is filtered. The product precipitates from the filtrate on acidifying with hydrochloric acid, and is collected on a suction filter and dried on clay. 1.8 g (27% of theory) of N-(2-methoxycarbonylphenylsulphonyl)-5-methyl-isoxazole-3-carboxamide of melting point 101 C. are obtained.

3445-52-1, The synthetic route of 3445-52-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bayer Aktiengesellschaft; US5256632; (1993); A;,
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, Step 2: Synthesis of (S)-l-(4-Chloro-phenyl)-6-oxo-piperidine-2-carboxylic acid (3-tert- butyl-isoxazol-5-yl)-amideTo a cold slurry of (S)-l-(4-Chloro-phenyl)-6-oxo-piperidine-2-carboxylic acid (0.2g; 0.788mmol) and 5-amino-3-tert-butylisoxazole (0.11Og; 0.788mmol) in pyridine (0.956mL; 11.820mmol) is added phosphorous oxychloride (O.O88mL; 0.946mmol). The mixture is stirred at O0C for 30 minutes and then diluted with water and extracted with ethyl acetate several times. The organics are combined and washed with water and brine, dried (Na2SO4), filtered and concentrated in vacuo. Purification by preparative HPLC affords title compound, m/z 376 [M+H+].

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

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BERRY, Angela; CIRILLO, Pier Francesco; HICKEY, Eugene Richard; RIETHER, Doris; WU, Lifen; ZINDELL, Renee M.; WO2010/96371; (2010); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem