Month: November 2020

14678-05-8, Isoxazol-5-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred slurry of 4-methyl-3-[6-(4-methylpiperazin-l-yl)-4-oxoquinazolin- 3(4H)-yl]benzoic acid (0.3 g) and DMF (0.05 ml) in methylene chloride (30 ml) at 350C was added thionyl chloride (0.3 ml). The resultant yellow solution was stirred at 45C for 1.5 hours. The reaction mixture was concentrated to give a yellow / orange solid. The solid was stirred in methylene chloride (30 ml) at room temperature with 5-aminoisoxazole (0.11 g) and pyridine (0.2 ml) for 18 hours. The reaction mixture was washed with saturated NaHCO3 solution, brine and concentrated. The residue was purified by column chromatography on a silica column using initially methylene chloride and then a 9:1 mixture of methylene chloride and methanol as eluent. There was thus obtained the title compound (70 mg); NMR Spectrum: (DMSOd6) 2.19 (s, 3H), 2.25 (s, 3H), 2.49 (m, 4H), 3.30 (m, 4H), 6.43 (d, IH), 7.50 (d, IH), 7.62 (s, IH), 7.65 (m, 2H)3 8.08 (s, IH), 8.10 (m, IH), 8.13 (s, IH), 8.50 (d, IH), 12.04 (s, IH); Mass Spectrum: MH-H+ 444., 14678-05-8

The synthetic route of 14678-05-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/90143; (2006); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

62348-13-4, Isoxazole-5-carbonyl chloride is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,62348-13-4

A solution of Intermediate 15 (77 mg) in anhydrous acetonitrile (1.25 ml) was treated with isoxazole-5-carbonyl chloride (32 mg) and DIPEA (0.042 ml) and stirred at room temperature for 24 h. The solution was diluted with dichloromethane (5 ml), applied to an SPE cartridge (silica; 10 g) and eluted with 50-100% ethyl acetate in cyclohexane to give Example 94 as a yellow sold (63 mg). LCMS showed MH+=385; TRET=1.92 min.

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

Reference£º
Patent; Edlin, Christopher David; Holman, Stuart; Jones, Paul Spencer; Keeling, Suzanne Elaine; Lindvall, Mika Kristian; Mitchell, Charlotte Jane; Trivedi, Naimisha; US2009/131431; (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.2510-36-3,3,5-Dimethylisoxasole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,2510-36-3

Example 1; 3,5-Dimethyl-isoxazole-4-carboxylic acid [2-methyl-4-(2(2S)-methyl- [1 ,3′(3 ‘ S)]bipyrrolidinyl- 1 ‘-yl)-phenyl] -amide; 2-Methyl-4-(2(2S)-methyl-[l,3′(3’S)]bipyrrolidinyl-r-yl)-phenylamine (330 mg, 1.15 mmol) was dissolved in DCM (6 mL) and DMF (2 mL), and the solution was cooled to an ice- water bath. To this solution was added powdered 3,5-dimethyl-isoxazole-4-carboxylic acid (168.9 mg, 1.38 mmol, 1.2 equiv.), N-methylmorpholine (280 mg, 3 equiv.), 1- hydroxylbenzotriazole (HOBT) (0.162 g, 1.19 mmol, 1.3 equiv.), sequentially, and finally EDC HCl (0.228 g, 1.19 mmol, 1.3 equiv. ). The resultant clear brown solution was stirred at r.t. overnight. TLC (10% MeOH in DCM) and LC/MS showed that the reaction was complete and the product peak (368) was detected. The reaction was quenched with saturated aqueous sodium bicarbonate solution (3 mL) and 3 mL of DCM. The two layers were separated, and the aqueous layer was extracted with DCM (5 mLx2). The combined DCM extracts were washed with sodium bicarbonate (5 mL), and brine (5 mL), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo to get a crude product which was purified on a silica gel column (25 g of silica gel) on Analogix to get the title compound as a tan solid, 200 mg (49% yield).LCMS: Rx = 1.54 minutes, MS: 383 (M+H).1H NMR (CDCl3, 300MHz), delta (ppm): 7.44 (m, IH), 6.92 (bs, IH), 6.40 (bs, IH), 6.39 (bs, IH), 3.50 (m, IH), 3.4-3.2 (m, 4H), 3.00 (m, IH), 2.78 (m, IH), 2.66 (bs, 3H), 2.48 (bs, 3H), 2.5 (m, IH), 2.26 (s, 3H), 2.18 (m, IH), 2.00 (m, 2H), 1.79 (m, 2H), 1.48 (m , IH), 1.14 (d, 6.3 Hz, 3H).

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

Reference£º
Patent; SANOFI-AVENTIS; WO2009/52062; (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.1018297-63-6,(3-(4-Fluorophenyl)-5-methylisoxazol-4-yl)methanol,as a common compound, the synthetic route is as follows.

Step e: 6-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester To a suspension of sodium hydride (55% dispersion in mineral oil, 852 mg, 20 mmol) in THF (27 mL) was added a solution of [3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-yl]-methanol (103 mg, 0.55 mmol) (3.68 g, 18 mmol) in THF (54 mL) at 0 C. and the reaction mixture warmed to room temperature over 30 min. Then a solution of methyl 6-chloronicotinate (3.35 g, 20 mmol) in THF (1.5 mL) was added dropwise at 0 C. and the reaction mixture was stirred at room temperature overnight. The reaction mixture was then poured into aqueous sodium chloride (saturated) and the mixture was extracted with ethyl acetate. The combined organic layers were then washed with water and brine and then dried over sodium sulfate, filtered and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=7:3) afforded the title compound (81 mg, 47%) which was obtained as a light yellow solid. MS: m/e=343.3 [M+H]+.

1018297-63-6, The synthetic route of 1018297-63-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Hoffmann-La Roche Inc.; Dott, Pascal; Grassmann, Olaf; Kammerer, Michael; Manns, Joachim; Schwitter, Urs; Thomas, Andrew; Wyttenbach, Nicole; US2013/172329; (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.89102-73-8,Isoxazol-3-ylmethanol,as a common compound, the synthetic route is as follows.,89102-73-8

A mixture of 10.0 g (100.9 mmol) isoxazol-3-ylmethanol and THF is cooled to 0C and 4.0 g (100.9 mmol) 60% NaH are added in small portions. The reaction mixture is stirred for 45 min, and then 16.4 g (84.6 mmol) 2-chloro-5-bromo-pyrimidine in DMF is added. The reaction mixture is stirred for 45 min at RT, then cooled to 0C and diluted with water. The precipitate is filtered off, washed with water and dried yielding 20.1 g 3-[(5-bromopyrimidin-2-yl)oxymethyl]isoxazole .

The synthetic route of 89102-73-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BLUM, Andreas; GODBOUT, Cedrickx; HEHN, Joerg, P.; PETERS, Stefan; (74 pag.)WO2017/194453; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

19788-37-5, 4-(Chloromethyl)-3,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 41c 3,5-Dimethyl-4-((4-nitro-1H-pyrazol-1-yl)methyl)isoxazole 1H-Pyrazole (10 g, 147 mmol) was added in small portions to concentrated H2SO4 (100 mL), cooled to 0 C. via an ice/water bath, maintaining the internal reaction temperature below 40 C. Concentrated HNO3 (10 mL) was carefully added, dropwise, to the reaction mixture maintaining the internal reaction temperature below 55 C. The reaction was then heated to 55 C. and stirred for 5 hours. The mixture was cooled to 0 C. and carefully made basic (pH-8) with aqueous NaOH solution (110 g NaOH in 150 mL H2O) until a white precipitate formed, carefully ensuring the internal temperature of the solution remain below 40 C. The white solid was collected by filtration and washed with ethyl acetate/hexanes (1/3) then dried en vacuo to afford 4-nitro-1H-pyrazole (7 g, 42%, isolated yield). 13C NMR (DMSO-d6, 100 MHz) delta 137.0, 126.4. To 4-nitro-1H-pyrazole (9 g, 80 mmol) in DMF (100 mL) was added cesium carbonate (26 g, 80 mmol) followed by the addition of 4-(chloromethyl)-3,5-dimethylisoxazole (12.3 g, 85 mmol). The reaction mixture was stirred in DMF (100 mL) at 80 C. for 30 minutes, then cooled, diluted with H2O (150 mL) and extracted with ethyl acetate (3*, 75 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated. The residue was taken up in ethyl acetate (200 mL) and washed with H2O (2*, 100 mL). The organic layer was dried over sodium sulfate, filtered and concentrated. The solid product was triturated with ethyl acetate/hexanes (1/9) and collected by filtration. The product was dried under high vacuum to afford 3,5-dimethyl-4-((4-nitro-1H-pyrazol-1-yl)methyl)isoxazole (12 g, 67%) as a light yellow solid. 1H NMR (CDCl3, 400 MHz): delta 2.23 (s, 3H), 2.46 (s, 3H), 5.08 (s, 2H), 8.02 (s, 1H), 8.08 (s, 1H).

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

Reference£º
Patent; SENOMYX, INC.; PATRON, Andrew; TACHDJIAN, Catherine; SERVANT, Guy; DITSCHUN, Tanya; (257 pag.)US2016/376263; (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.21169-71-1,Isoxazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of the above compound (35 mg, 1.0 mmol) in DMF (1 mL), isoxazole-5-carboxylic acid (23 mg, 0.20 mmol), 1-ethyl-(3-dimethylaminopropyl)carbodimide hydrochloride (38 mg 0.20 mmol), 1-hydroxy-7-azabenzotriazole (13.6 mg, 0.10 mmol), and N,N-diisopropylethylamine were added until pH=9.5. The resulting solution was stirred at room temperature for 3 hours and then 0.3 mL of water was added. Purification was achieved by preparative HPLC on a delta-pack C18 column, 300 , pore size 15 muM with 0.05% HCl acid -aqueous acetonitrile solvent systems using various linear gradients to afford the HCl salt of the title compound as a white solid that gave a proton NMR spectrum consistent with theory and a mass ion (ES+) of 442.2 for M+H+: 1H NMR (500 MHz, DMSO-d6) delta 1.61 (d, J=6.7 Hz, 3H), 2.21 (s, 3H), 5.47 (d, 1H), 6.86 (br s, 1 H), 7.36 (d, J=1.9 Hz, 1H), 7.49 (d, J=7.8 Hz, 1H), 7.55 (t, J=8.6 Hz, 1H), 7.83 (d, J=6.4 Hz, 1H), 7.85 (t, J=7.57 Hz, 1H), 8.86 (d, J=1.9 Hz, 1H), 10.54 (br s, 1H),, 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; Kuduk, Scott D.; Bock, Mark G.; Feng, Dong-Mei; Wai, Jenny Miu-Chun; US2004/29920; (2004); A1;,
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: 5-Methyl-3-aminoisoxazole (2 mmol) and aromatic aldehyde (2 mmol) were added to absolute ethanol (4~6 mL) with electromagnetic stirring for about 1 h, followed by adding p-nitroacetophenone (2 mmol) and concentrated HCl (0.1~0.2 mL) with continuous stirring. TLC monitored the reaction progress. Upon completion, the suspension was cooled overnight in a refrigerator (4C). The resulting solid was subsequently collected by filtration. The filter cake was washed successively with water (2×3 mL) and absolute ethanol (2×3 mL), dried to afford the corresponding crude product. The crude product was recrystallized in toluene or a mixed solvent of ethyl acetate and cyclohexane, dried in vacuum to give the pure product with 57.1% ~ 94.9% yields. All compounds were identified by 1H NMR, 13C NMR, ESI-MS and HR MS.

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

Reference£º
Article; Liu, Jinyu; Zhou, Zuwen; Liu, Jian; Yan, Jufang; Fan, Li; Tang, Xuemei; Liu, Jie; Chen, Feifei; Yang, Dacheng; Letters in drug design and discovery; vol. 16; 8; (2019); p. 835 – 845;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.13999-39-8,3-Amino-4,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

[18]; 2-(6-Chlorobenzotriazol-l-yl)-l5l5353-tetramethyluronium tetrafluoroborate was used in place of 2-(7-azabenzotriazol-l-yl)-l5l53,3-tetramethyluronium hexafluorophosphate(V) as the coupling agent. The product gave the following characterising data :- 1H NMR Spectrum: (DMSOd6) 1.8 (s, 3H), 2.3 (s, 3H), 3.72 (s, 2H), 3.78 (s, 3H), 6.79 (d, IH)5 6.92 (m, IH)5 7.08 (d, IH)5 7.4 (d, IH)5 8.08 (s, IH)5 8.92 (d, IH)5 9.58 (s, IH)3 10.27 (br s, IH); Mass Spectrum: M+H+ 439 and 441.

13999-39-8, 13999-39-8 3-Amino-4,5-dimethylisoxazole 84148, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/113565; (2007); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

91252-54-9, Ethyl 5-(tert-butyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

91252-54-9, The title compound is prepared from S-tert-butyl-isoxazole-S-carboxylic acid ethyl ester by those skilled in the art by adaptation of a literature procedure (Kaluza et al, Tetrahedron, 2003, 59, 31,5893-5903).To a solution of S-tert-butyl-isoxazole-S-carboxylic acid ethyl ester (0.5 g, 2.54 mmol) in anhydrous tetrahydrofuran (10 mL) is added under nitrogen dibromomethane (356 muL, 0.88 g, 5.07 mmol). The mixture is cooled to -78 0C and 1.6M methyl lithium in diethyl ether (3.2 mL, 5.07 mmol) is added dropwise. The solution is stirred at -78 0C for 40 min and then quenched with acetic acid (582 muL, 610 mg, 10.16 mmol). The mixture is warmed to 0 0C and poured onto ice/water (40 mL) and extracted with tert-butyl methyl ether (3 x 40 mL). The organic layers are combined, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue is purified by chromatography on silica eluting with a heptane/dichloromethane gradient (1/0 to 1/1) to provide the title compound as a yellow oil (351 mg, 62%), m/z 246 [M+H+]. 1U NMR (400 MHz, CHLOROFORM-d) delta ppm 1.39 (9 H, s), 4.58 (2 H, s), 6.41 (1 H, s).

As the paragraph descriping shows that 91252-54-9 is playing an increasingly important role.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/140089; (2009); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem