Day: October 27, 2020

36958-61-9, 5-(Bromomethyl)-3-methylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Sodium hydride (60% w/w) (0.46 g, 1 1 .4 mmol) was added portionwise to a solution of 7-benzylsulfanyl-4-bromo-2H-isoquinolin-1 -one (2.82 g, 8.14 mmol) in DMF (40 mL) at 0 C. After 1 h 5-(bromomethyl)-3-methyl-1 ,2-oxazole (1 .72 g, 9.77 mmol) was added and the mixture stirred at ambient temperature overnight. EtOAc (150 mL) and saturate aq. NaHC03 (150 mL) were added and the mixture stirred for 5 min. The EtOAc layer was separated and the aqueous layer washed with EtOAc (100 mL). The combined organic extracts were passed through a hydrophobic frit, concentrated under reduced pressure and purified by automated column chromatography, eluent 0-100% EtOAc in iso-hexane, yielding 7-benzylsulfanyl-4-bromo-2-[(3-methylisoxazol-5-yl)methyl]isoquinolin-1 -one (1 .78 g, 4.03 mmol,LCMS (high pH): RT 1 .40 min, [M+H]+ 441 .0, 94% purity

36958-61-9, 36958-61-9 5-(Bromomethyl)-3-methylisoxazole 10607354, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (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.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.,62348-13-4

A mixture of Compound 53 (70 mg, 0.11 mmol), 4-dimethylaminopyridine (30 mg, 0.25 mg), and isoxazole-5-carbonyl chloride (35 muL, 0.22 mmol) in 3.0 mL of dichloromethane was stirred at 21 C. for 5 hours. The reaction was quenched with saturated sodium bicarbonate solution, and aqueous layer was extracted with dichloromethane. The combined organic layers were dried over sodium sulfate and concentrated to afford a crude product, which was chromatographed to give the desired product. 1H NMR (300 MHz, CDCl3): delta 0.23 (s, 6H), 0.74 (m, 2H), 0.97 (m, 5H), 1.82 (m, 2H), 2.22 (m, 2H), 3.12 (m, 2H), 4.35 (t, J=6.9 Hz, 2H), 5.14 (m, 2H), 5.24 (s, 2H), 5.40 (d, J=17.4 Hz, 1H), 5.71 (d, J=17.4 Hz, 1H), 6.98 (d, J=1.8 Hz, 1H), 7.30 (m, 6H), 7.69 (t, J=6.0 Hz, 1H), 7.82 (t, J=8.4 Hz, 1H), 8.05 (d, J=7.8 Hz, 1H), 8.24 (d, J=8.4 Hz, 1H), 8.36 (d, J=1.8 Hz, 1H).

As the paragraph descriping shows that 62348-13-4 is playing an increasingly important role.

Reference£º
Patent; BioNumerik Pharmaceuticals, Inc.; US2009/99224; (2009); 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.36958-61-9,5-(Bromomethyl)-3-methylisoxazole,as a common compound, the synthetic route is as follows.,36958-61-9

STR613 Ethylenediamine (30 g) was dissolved in 120 g of acetonitrile, and a solution of 17.6 g of 5-bromomethyl-3-methylisoxazole in 30 ml of acetonitrile was added dropwise at 5 to 10 C. After the addition, the mixture was stirred for 1 hour with a care taken not to permit the temperature of the reaction system to rise above 20 C. Then, most of the volatile materials were removed under vacuum (less than 2 mmHg) while maintaining the bath temperature at 20 C. Ice water was added to the residue, and the mixture was extracted with dichloromethane. The dichloromethane layer was dehydrated, and dichloromethane was distilled off under reduced pressure to give 10.0 g of N-(3-methyl-5-isoxazolylmethyl)ethylenediamine (purity about 95%) as a colorless oil. NMR spectrum (delta in CDCl3): NH, NH2: 1.47 (ppm), –CH2 CH2: 2.23, –CH3: 2.7, –CH2 –: 5.8, Hetero-H: 5.9.

As the paragraph descriping shows that 36958-61-9 is playing an increasingly important role.

Reference£º
Patent; Nihon Tokushu Noyaku Seizo K. K.; US4742060; (1988); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3356-89-6,5-Chloro-3-phenylisoxazole,as a common compound, the synthetic route is as follows.

General procedure: To a stirred suspension of NaH (60% in mineral oil, 440 mg, 11 mmol, prewashed with hexane) in anhydrous THF (20 mL) was added the appropriate alcohol (15 mmol) at r.t. and the reaction mixture was stirred for 0.5 h. Next, 5-chloro-3-phenylisoxazole (2) (1.0 g, 5.6mmol) was introduced as a solid and the mixture was refluxed for 1 h. After cooling to r.t., the mixture was quenched with H2O (20 mL). For 4a and 4b, the resulting precipitate was collected, washed with H2O and recrystallized from hexane-Et2O mixture. For 3a, the reaction mixture was extracted with CH2Cl2 (3 ¡Á 20 mL). The combined organic layers were dried (Na2SO4) and concentrated in vacuo to give isoxazole 3a. 5-tert-Butoxy-3-phenylisoxazole (4c) was synthesized analogously using commercially available potassium tert-butoxide. 5-Methoxy-3-phenylisoxazole (3a) Yield according to general procedure A: 877 mg (89%); yield accordingto general procedure B: 745 mg (76%); colorless solid. 1H NMR (400 MHz, CDCl3): delta = 7.82-7.72 (m, 2 ), 7.51-7.41 (m, 3 ),5.55 (s, 1 H), 4.06 (s, 3 )., 3356-89-6

As the paragraph descriping shows that 3356-89-6 is playing an increasingly important role.

Reference£º
Article; Rostovskii, Nikolai V.; Agafonova, Anastasiya V.; Smetanin, Ilia A.; Novikov, Mikhail S.; Khlebnikov, Alexander F.; Ruvinskaya, Julia O.; Starova, Galina L.; Synthesis; vol. 49; 19; (2017); p. 4478 – 4488;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.57351-99-2,5-Methylisoxazole-3-carbonitrile,as a common compound, the synthetic route is as follows.,57351-99-2

Step 1 : To a solution of compound 197 (800 mg, 7.40 mmol) in DCE (30 ml.) was added NBS (2.79 g, 15.5 mmol) and AIBN (60.8 mg, 0.375 mmol). The reaction stirred at 85 C for overnight. Concentrate to give the cream solid. Water (20 ml.) was added, and extracted with EtOAc (30 mL x 2). The combined organic layers were washed with brine (20 ml_), dried over Na2S04 and concentrated to give compound 198(1 .44 g, 2.90 mmol) as an off-white semi-solid, which was taken into the next step without further purification.

57351-99-2 5-Methylisoxazole-3-carbonitrile 24229456, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PFIZER INC.; BAILEY, Simon; BURKE, Benjamin, Joseph; COLLINS, Michael, Raymond; CUI, Jingrong, Jean; DEAL, Judith, Gail; HOFFMAN, Robert, Louis; HUANG, Qinhua; JOHNSON, Ted, William; KANIA, Robert, Steven; KATH, John, Charles; LE, Phuong, Thi, Quy; MCTIGUE, Michele, Ann; PALMER, Cynthia, Louise; RICHARDSON, Paul, Francis; SACH, Neal, William; WO2013/132376; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

87988-94-1, 5-Methylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

87988-94-1, To a stirred slurry of 4-methyl-3-[6-(4-methylpiperazm-l-yl)-4-oxoquinazolin-3(4H)-yl]benzoic acid (0.38 g) in DMF (50 ml) was added 4-amino-5-methylisoxazole hydrochloride (0.27 g), EtaATU (0.68 g) and triethylamine (0.55 ml) and the reaction mixture stirred at room temperature for 16 hours. The reaction mixture was diluted with water and extarcted with ethyl acetate. The ethyl aceate layer was washed with IN NaOH and dried (magnesium sulphate). The residue was purified by column chromatography on a silica column using initially ethyl acetate and then a 4: 1 mixture of ethyl acetate and methanol as eluent. There was thus obtained the title compound (150 mg); NMR Spectrum: (DMSOd6) 2.15 (s, 3Eta), 2.40 (s, 3H), 2.83 (m, 4H), 3.15 (s, 3H), 3.40 (m, 4H), 7.50 (d, IH), 7.60 (d, IH), 7.64 (m, 2H), 7.98 (s, IH), 8.04 (d, IH), 8.13 (s, IH), 8.70 (s, IH), 10.10 (s, IH); Mass Spectrum: M+H+ 459.The 4-amino-5-methylisoxazole hydrochloride used as starting material was prepared using the procedures detailed in J. Org. Chem 1987, 2714-2716.

As the paragraph descriping shows that 87988-94-1 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/90143; (2006); 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.98019-60-4,Isoxazol-5-ylmethanol,as a common compound, the synthetic route is as follows.

98019-60-4, Step 2Isoxazole-5-carbaldehydeIn a round-bottomed flask, isoxazol-5-yl-methanol (511 mg, 5.16 mmol) was dissolved in dichloromethane (30 ml). Dess-Martin periodinane (2.3 g, 5.41 mmol) was added and the reaction mixture was stirred at room temperature for 1.5 h. The reaction was quenched with 50 ml of a 1 :1 solution of 10%> aqueous Na2S203 and saturated aqueous NaHCC>3 and then extracted with dichloromethane (2x). The organic layers were washed with saturated aqueous NaHCC>3, water and brine. The aqueous layers were back extracted with dichloromethane. The organic layers were combined, dried over sodium sulfate, filtered and concentrated. The residue was chromato graphed over silica gel with EtOAc/hexanes (gradient 0-40% EtOAc) to afford 226 mg (45%) of isoxazole-5-carbaldehyde as a colorless oil. 1H NMR (CDC13, 300 MHz): ? (ppm)10.05 (s, 1H), 8.44 (d, J=1.9 Hz, 1H), 7.02 (d, J=1.9 Hz, 1H).

As the paragraph descriping shows that 98019-60-4 is playing an increasingly important role.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Shaoqing; DE VICENTE FIDALGO, Javier; HAMILTON, Matthew Michael; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LI, Hongju; LOVEY, Allen John; LUCAS, Matthew C.; LUK, Kin-Chun Thomas; LYNCH, Stephen M.; O’YANG, Counde; PADILLA, Fernando; SCHOENFELD, Ryan Craig; SIDDURI, Achyutharao; SOTH, Michael; WANG, Ce; WOVKULICH, Peter Michael; ZHANG, Xiaohu; WO2013/30138; (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.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

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

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.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of 7-amino-4-(4-chlorobenzyl)-6-methoxy-2H-benzo [b] [1 ,4]oxazin-3 (4H)- one (0.10 g, 0.31 mmol) in DCM (5 mL) were added 3,5-dimethylisoxazole-4-carboxylic acid (0.05 g, 0.33 mmol), HOBt (0.02, 0.15 mmol), EDC.HC1 (0.12 g, 0.63 mmol), Triethylamine (0.11 ml, 0.77 mmol) and stirred at RT for 16 h. After completion of reaction, the reactionmixture was diluted with DCM (100 mL), washed with water (50 mL), brine (50 mL), dried over sodium sulphate and concentrated. The residue was purified by preparative TLC to afford title product as a yellow solid (0.03 g 22%). 1H NMR (400 MHz, DMSO-d6): oe 9.08 (bs, 1H), 7.63 (s, 1H), 7.40 (d, J=8.3 Hz, 2H), 7.35 (d, J=8.3 Hz, 2H), 6.80 (s, 1H), 5.22 (s, 2H), 4.73 (s, 2H), 3.70 (s, 3H), 3.56 (s, 3H), 2.34 (s, 3H); LC-MS: m/z 442.1 (M+1).

2510-36-3, 2510-36-3 3,5-Dimethylisoxasole-4-carboxylic acid 75636, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; SAMAJDAR, Susanta; ABBINENI, Chandrasekhar; SASMAL, Sanjita; HOSAHALLI, Subramanya; WO2015/104653; (2015); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

54593-26-9,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54593-26-9,3,5-Dimethyl-4-isoxazolecarbaldehyde,as a common compound, the synthetic route is as follows.

[000298] 4-Piperidinone (0.92 gr, 6 mmol) was placed in a 25 ml round bottom flask and cooled to 0 C. Boron trifluoride (10 mL) was added dropwise followed by the aldehyde (1.5 gr, 12 mmol) in one portion. The reaction mixture was stirred overnight at room temperature under nitrogen atmosphere. The reaction was carefully quenched with a saturated solution of NaHCC . The solid precipitated out from the solution was filtered under reduced pressure, washed with water and EtOH to give the intermediate El-1 (Scheme 7) as a yellow solid (1.2 gr, 3.8 mmol, 63%).

As the paragraph descriping shows that 54593-26-9 is playing an increasingly important role.

Reference£º
Patent; PI THERAPEUTICS LTD.; KALID, Ori; GOTLIV, Irina; LEVY-APTER, Einat; FINKELSHTEIN BEKER, Danit; JAGTAP, Prakash; (0 pag.)WO2019/171379; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem