Tag: M.W:100-200

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.

To a stirred solution of 2-(4-hydroxyphenyl)-N-(phenyl(o-tolyl)methyl)acetamide (400 mg, 1.21 mmol) in 10 mL of DMF was added 4-(chloromethyl)-3,5-dimethylisoxazole (176 mg, 1.21 mmol), K2CO3 (334 mg, 2.42 mmol), and tetrabutylammonium iodide successively. The reaction mixture was stirred at rt overnight. Water (20 mL) was added and the reaction was extracted with ethyl acetate (30 mL><3). The combined organics were washed with brine and dried over a2S04. After removal of the organic solvent, the crude product was purified by silica gel column chromotography (petroleum ether/EtOAc = 3/1) to give 262 mg product (49%). The product was repurified by preparatory HPLC using 10- 100% water/acetonitrile with 0.1 % TFA to obtain the title compound (156 mg, 29%). LCMS-Pl : 441 [M+H]+; Rt: 1.696 min. XH NMR (500 MHz, CDCI3) delta ppm 7.29-6.91 (m, 1 1 i s. 6.40 (d, ./ 10.0 Hz, i . Pi. 5.96 i d. ./ 10.0 Hz, 1H), 4.78 (s, 2H), 3.59 (s, 2H), 2.40 (s, 3H), 2.29 (s, 3H), 2.24 (s, 3H)., 19788-37-5

19788-37-5 4-(Chloromethyl)-3,5-dimethylisoxazole 88246, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19635; (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.3209-71-0,Isoxazole-3-carboxylic Acid,as a common compound, the synthetic route is as follows.

To a solution of Nl-(lH-l,3-benzodiazol-2-yl)-l-[3-(trifluoromethyl)phenyl]ethane- 1,2-diamine hydrochloride (from Step 9) (0.25 g, 0.701 mmol) in THF (20 mL) was added triethylamine (0.43 mL, d = 0.726 g/cm3, 2.102 mmol) followed by Py-BOP (0.548 g, 1.051 mmol) and the mixture was stirred at ambient temperature. After 15 minutes isoxazole-3-carboxylic acid was added (0.097 g, 0.858 mmol) and the reaction mass was stirred at ambient temperature for 16 h. Then the reaction mass was diluted with 10% aqueous sodium bicarbonate solution (25 mL) and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layer were washed with saturated brine solution (30 mL), dried over sodium sulphate, filtered and concentrated to afford crude product (0.330 g) which was purified by Grace (24.0 g pre-packed cartridge was used) using 6% methanol in chloroform as eluent to afford N- {2-[(lH- 1 ,3-benzodiazol-2-yl)amino]-2-[3-(trifluoromethyl)phenyl]ethyl} – 1 ,2- oxazole-3-carboxamide (0.110 g) as an off- white solid. NMR (400 MHz, AcOH-d4) delta 8.68 (d, 1H, J = 1.2 Hz), 7.86 (t, 2H, J = 7.2 Hz), 7.67 (d, 1H, J = 7.6 Hz), 7.61 (t, 1H, J = 7.6 Hz), 7.37 (dd, 2H, J = 5.6, 2.8 Hz), 7.21 (dd, 2H, J = 6.0, 3.2 Hz), 6.88 (d, 1H, J = 1.6 Hz), 5.40 (dd, 1H, J = 8.0, 4.8 Hz), 4.06 (dd, 1H, J = 14.4, 4.8 Hz), 3.92 (dd, 1H, J = 14.0, 8.8 Hz);MS: m/z 416.1 (M+l)., 3209-71-0

3209-71-0 Isoxazole-3-carboxylic Acid 11286453, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; ACESION PHARMA APS; S?RENSEN, Ulrik; METE, Anthonio; (122 pag.)WO2019/38315; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

14441-90-8, 5-Phenylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 9; 1 -(4-(5-(4-( 1 , 1 -Difluoroethyl)-5-phenylisoxazol-3 -yl)- 1 ,2,4-oxadiazol-3 – yl)benzyl)azetidine-3-carboxylic acid, 2,2,2-trifluoroacetic acid salt; 9-A. Methyl S-phenylisoxazole-S-carboxylate; [00179] A solution of S-phenylisoxazole-S-carboxylic acid (0.86 g, 4.55 mmol) in toluene (15.0 mL) and methanol (3 mL) was added a 2M solution of TMS- diazomethane in hexanes (3.1 mL, 6.14 mmol) dropwise at room temperature. The reaction mixture was stirred for 30 minutes and concentrated. The residue was dispersed in methanol (3 mL), stirred for 5 minutes, and filtered to give methyl 5- phenylisoxazole-3-carboxylate (897 mg). The compound had an HPLC ret. time = 2.67 min. : YMC S5 COMBISCREEN 4.6X50 mm; Gradient time: 4 min; Flow rate = 4 ml/min; Solvent A = 10% MeOH – 90% Water – 0.2% H3PO4; Solvent B = 90% MeOH – 10% water – 0.2% H3PO4; Start % B = O; Final % B = 100. LC-MS: M+1 = 204+., 14441-90-8

As the paragraph descriping shows that 14441-90-8 is playing an increasingly important role.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WATTERSON, Scott, Hunter; DYCKMAN, Alaric, J.; PITTS, William, J.; SPERGEL, Steven, H.; WO2010/85581; (2010); 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

3209-71-0, [0328] To a solution of isoxazole-3-carboxylic acid (100 mg, 0.88 mmol, 1 equiv) in DMF (1 mL), were added HATU (369 mg, 0.97 mmol, 1.1 equiv). The mixture was treated drop wise with DIPEA (365 mg, 2.83 mmol, 3.2 equiv). After stirring at RT for l5minutes, the mixture was treated drop wise with a solution of l-(2,4-bis(trifluoromethyl)benzyl)-lH- pyrazol-4-amine (273 mg, 0.884 mmol, 1 equiv) in DMF (1 mL). The reaction mixture was kept under stirring for 24 h at RT. Product formation was confirmed with TLC & LCMS and reaction mixture was diluted EtOAc (50 mL) & washed with water (50 mL X 2). Organic layer dried over Na2S04 & concentrated under reduced pressure to obtain crude which was further purified by flash column chromatography to obtain pure product N-(l-(2,4- bis(trifluoromethyl)benzyl)-lH-pyrazol-4-yl)isoxazole-3-carboxamide. (40 mg, 11% as off white solid). XH NMR (400 MHz, DMSO-c/6) d 11.06 (s, 1H), 9.14 (d, J= 1.5 Hz, 1H), 8.29 (s, 1H), 8.06 (d, J= 8.3Hz, 2H), 7.76 (s, 1H), 7.05 (d,.7= 8.1Hz, 1H), 6.99 (d, J= 1.7 Hz, 1H), 5.66 (s, 2H).

3209-71-0 Isoxazole-3-carboxylic Acid 11286453, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PRAXIS BIOTECH LLC; ALFARO, Jennifer; BELMAR, Sebastian; NUNEZ VASQUEZ, Gonzalo Esteban; PUJALA, Brahmam; SATHE, Balaji Dashrath; BERNALES, Sebastian; CHAKRAVARTY, Sarvajit; THAKRAL, Pooja; PATIDAR, Rajesh Kumar; (344 pag.)WO2019/195810; (2019); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

3405-77-4, 5-Methylisoxazole-3-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of carboxylic acid (5 g) in CH2C12 (400 ml) at 0 C. was added N(OCH3)CH3.HC1 (11.5 g), DEC (15.1 g), HOBt (5.3 g) and NMM (43 ml) and stirred for 14 hr. The mixture was diluted with CH2C12 (100 ml) and the organic layer was washed with 10percent HC1, saturated sodium bicarbonate and brine, dried with Na2SO4, and concentrated in vacuo to afford 5.74 g of crude product (85percent)., 3405-77-4

As the paragraph descriping shows that 3405-77-4 is playing an increasingly important role.

Reference£º
Patent; Schering Corporation and Pharmacopeia, Inc.; US2004/147559; (2004); 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.19788-37-5,4-(Chloromethyl)-3,5-dimethylisoxazole,as a common compound, the synthetic route is as follows.

Example 1293-{[(3,5-Dimethyl-4-isoxazolyl)methyl][(fra?s-4-methylcyclohexyl)carbonyl]amino}-1-(4- pyrazolo[1 ,5-a]pyrimidin-2-ylphenyl)-1 H-pyrazole-4-carboxylic acidTo a stirred suspension of Intermediate 119 (100 mg) in anhydrous DMF (4 mL), was added sodium hydride (60% dispersion in mineral oil) (17 mg). The reaction mixture was stirred at room temperature, under nitrogen for 15 minutes, and then 4-(chloromethyl)-3,5- dimethylisoxazole (154 mg) was added. The reaction mixture was then stirred at 500C1 under nitrogen for 24 h. Water (0.5 mL) was then added to the reaction mixture, and the solvent was removed by evaporation. The residue was then suspended in THF (1 mL) and ethanol (1 mL), and 2M lithium hydroxide solution (2 mL) was added. The reaction was stirred at room temperature for 20 h, before being neutralised with 2M HCI (2 mL) and partitioned between water and dichloromethane. The layers were stirred for 30 minutes, and then separated using a hydrophobic frit. The organic phase was concentrated by evaporation to give a residue which was then purified by ISCO Companion C18 chromatography eluting with a gradient of acetonitrile (containing 0.05% formic acid) in water (containing 0.1% formic acid) to give the title compound. MS calcd for (C3oH3iN7theta4+H)+: 554 MS found (electrospray): (M+H)+= 554, 19788-37-5

As the paragraph descriping shows that 19788-37-5 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/39146; (2007); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

123770-62-7, Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate (50 mg, 0.29 mmol) in MeCN (2 mL) was added triphenylphosphine (153 mg, 0.58 mmol), 2,6-lutidine (31 .3 mg, 0.034 mL, 0.29 mmol) and CBr4(194 mg, 0.58 mmol). The reaction mixture was stirred at room temperature for 1 .5 hours. The mixture is concentrated and purified directly by flash chromatography with heptane:ethyl acetate = 1 :0 to 0:1 to give ethyl 5- (bromomethyl)isoxazole-3-carboxylate (68 mg).

123770-62-7, As the paragraph descriping shows that 123770-62-7 is playing an increasingly important role.

Reference£º
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (270 pag.)WO2018/7249; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

2510-36-3, 3,5-Dimethylisoxasole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 2 Synthesis of starting material: STR20 3,5-Dimethyl-4-isoxazolylcarboxylic acid (14.1 g) and thionyl chloride (15.0 g) were mixed and the resulting mixture was heated under reflux for 20 hours. The excess thionyl chloride was distilled off under reduced pressure, and trimethylsilyl azide (30.0 g) was added to the residue thus obtained. The resulting mixture was heated under reflux for 24 hours, and the excess trimethylsilyl azide was distilled off under reduced pressure and then methanol (30 ml) was added to the residue thus obtained. Thereafter, the methanol was distilled off, and the resultant residue was subjected to silica gel chromatography, using chloroform: ethanol=15:1, so that 1-(3,5-dimethyl-4-isoxazolyl)-5(4H)-tetrazolinone (10.5 g) was obtained. m.p. 191.5-193 C. (decomposition).

2510-36-3, The synthetic route of 2510-36-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nihon Bayer Agrochem K.K.; US5589439; (1996); A;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

31329-64-3, 3,5-Dimethylisoxazol-4-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (507mg) wasdissolved in DMF (5ml). An aliquot (1ml) was treated with DIPEA (0.2ml) and HATU (180mg) and the mixture was stirred for 1 Omin at room temperature. 3,5-Dimethyl-4-isoxazolamine (65mg) was added and the mixture was stirred at room temperature overnight. The DMF was removed under a stream of nitrogen and the residue absorbed onto silica and purified by chromatography on a silica column eluting with cyclohexane/ethyl acetate (7:3). The resultant was tritureated with ether to give the title compound as a white solid (41 mg). LCMS: Rt 3.31 min, MH+ 357., 31329-64-3

As the paragraph descriping shows that 31329-64-3 is playing an increasingly important role.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/73189; (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.108655-63-6,3-(Trifluoromethyl)isoxazol-5-amine,as a common compound, the synthetic route is as follows.

To a solution of 3- (trifluoromethyl) isoxazol-5-amine (0.047 g, 0. 308, mmol) in DMF (6.0 ml) is added NaH 60% dispersion in mineral oil (0.012 g, 0.308 mmol). After stirring the mixture at RT for 15 min phenyl 4-ETHOXY-2- (1, 3-oxazol-2-yl) phenylcarbamate (0.1 g, 0.308 mmol) is added and the reaction mixture is heated at 50oC FOR 30 MIN. The mixture is neutralized with 0. 1M HCl, extracted with EtOAc, and the combined organic layers are dried (MGS04), filtered, and concentrated under vacuum. The residue is purified by silica gel chromatography (40% EtOAc/heptane) followed by the trituration with CH2C12/HEPTANE to afford Example 17 as a white solid 0.103 g (87%). HRMS (ESI) calcd for C16HL3N404F3+H 383.0967, found 383.0961., 108655-63-6

108655-63-6 3-(Trifluoromethyl)isoxazol-5-amine 13913996, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/85433; (2004); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem