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.

The allyl alcohol (20 mg, 0.035 mmol, Example 952) was dissolved in THF (1.00 rnL) and cooled to 0 C. Sodium hydride (60% dispersion; 840 rng, 0.350 rnmoi) was added and the mixture was stirred for 30 minutes. 4-(chloromethvi)-3.5-dimethviisoxazole (0022 mL. 0.175 rnrnoi) was then addedand the resulting mixture was stirred for 4,5 hours, Three more aliquol of reagents were added and the slurry was stirred at room temperature for 4.5 days. Thereaction was quenched with water and acidified with IN HC1 to pH5. The mixture was extracted with ethyl acetate (2 x 30 mL). The combined organiclayers were washed with brine (1 x 20 mL) and dried over magnesium sulfate.The crude material was purified by reverse-phase preparative HPLC using aPhenomenex Luna column. 10 micron. C8(2), 100 A. 150x 30mm. 0.1% TFA inCH3CN/H20, gradient 50% to 80% over 25 mm to provide (IS,3R,6],7R,8E)- 15Wspiro [naphthaIene 1,22-[2Oioxa[ 131 thia[ 1, i4ldiazatetracycio[1 47.203?6.0?924ipentacosa[8, 16,1 8,24itetrae nj-IS-one 13,13-dioxide (10mg, 0.015 mmol, 42 /yleId). ?HNMR (400MHz. CDCIs) oe 816 (s, 1 H), 7.71 (d, J=8.4 Hz, 1 H), 7.30 (s, I H), 7.18 (dd. 3=8.4, 2.3 Flz. I H), 7.09 (d. J::::2.3 Hz. I H), 695 (s, 2 Fl), 572 (dt, j:::16,O Hz, 4.7 Hz, I H),5-46 (dd, J=158, 8.4 Hz, I H), 4.65 (d, J=12. 1 Hz, 1 H), 4,13-426 (m, 1 H). 4.11 (s, 2 H), 4.03 (d, J:::12 1 Hz, I H). 396 (d, j:::14.7 Hz, 1 H), 3.59-3.71 (m, 2 H),3.19-3.30 (m, I H), 3.16 (d, J=14.3 Hz, 1 H), 2.86-2.98 (rn, 1 H), 2.66-2.84 (rn,H), 2.42-2.58 (in, 2 H), 2.40 (s, 3 H), 2.32 (s, 3 H), 2.08-2.22 (in, 3 H), 1.85-2.07(iii. 4 H), 1.75-185 (iii. 1 H), 1.65-1.74 (iii. 1 H), 1.50-1.64 (in. 1 H), 1.38-147(m. 2 H). rn/z (ESI, +ve ion) 680.3 (M+H)t, 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; AMGEN INC.; BROWN, Sean P.; BEDKE, David Karl; DEGRAFFENREID, Michael R.; FU, Jiasheng; LI, Zhihong; GONZALEZ LOPEZ DE TURISO, Felix; GONZALEZ BUENROSTRO, Ana; GRIBBLE, Jr., Michael W.; JOHNSON, Michael G.; KOHN, Todd J.; LI, Kexue; LI, Yunxiao; LIZARZABURU, Mike Elias; REW, Yosup; TAYGERLY, Joshua; WANG, Yingcai; YAN, Xuelei; YU, Ming; ZHU, Jiang; ZANCANELLA, Manuel; JIAO, Xian Yun; ZHU, Liusheng; WANG, Xianghong; MEDINA, Julio C.; DUQUETTE, Jason A.; HOUZE, Jonathan B.; VIMOLRATANA, Marc; CARDOZO, Mario G.; CHENG, Alan C.; (2426 pag.)WO2017/147410; (2017); A1;,
Isoxazole – Wikipedia
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42831-50-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.42831-50-5,5-Methylisoxazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

The 5-methylisoxazole-4-carboxylic acid (1) (1 g, 7.86 mmol) inSOCl2 (3 mL) was heated at 50 C until compound 1 disappeared inTLC. After reaction was terminated, the mixture was cooled toambient temperature and solvent was evaporated under reducedpressure. 5-methylisoxazole-4-carbonyl chloride, a crude yellow oil(2) (96%)was used for the next step without additional purification;1H NMR (400 MHz, DMSO) d 8.77 (1H, s), 2.64 (3H, s).

The synthetic route of 42831-50-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Im, Daseul; Jung, Kyungjin; Yang, Songyi; Aman, Waqar; Hah, Jung-Mi; European Journal of Medicinal Chemistry; vol. 102; (2015); p. 600 – 610;,
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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 0¡ã C. solution of (054) and 5-methyl-isoxazole-3-carboxylic acid (009) (127 mg, 1.0 mmol), HOBT (135 mg, 1.0 mmol) and HBTU (350 mg, 1.0 mmol) in tetrahydrofuran (100 mL) was added a solution of N,N-diisopropylethylamine (0.5 mL) in tetrahydrofuran (2 mL). The mixture was stirred at room temperature for 5 hours. It was then diluted with ethyl acetate (200 mL) and washed with saturated aqueous sodium bicarbonate (2.x.10 mL) and brine (10 mL). The organic layers were dried over sodium sulfate and filtered through Celite-545, the solvents were removed under reduced pressure and the residue was purified by HPLC (aqueous ammonium acetate and acetonitrile) to provide (055) (40 mg) which was characterized by LC/MS (LCRS (MH) m/z: 576.27); >80percent proteasome CT-L inhibition at 20 mg/kg PO.

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

Reference£º
Patent; Proteolix, Inc.; US2007/105786; (2007); A1;,
Isoxazole – Wikipedia
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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 4-Hydroxy-2,6-dimethyl-benzoic acid methyl ester (12) (100 mg, 0.556 mmol) in DMF (2 mL), K2C03 (153 mg, 1.111 mmol) and 4-Chloromethyl-3,5- dimethyl-isoxazole (4) (0.07 mL, 0.556 mmol) were added and the reaction was stirred at RT for 16 hours. The reaction mixture was diluted with ethyl acetate, washed with water and brine, dried over sodium sulfate and concentrated. The crude was purified by column chromatography (silica, gradient: 20-30% EtOAc in Hexane) to afford the Intermediate 13 130 mg, 80%) as off white solid.

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; THE BROAD INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION; INSTITUTO CARLOS SLIM DE LA SALUD; BURNS, Sean, M.; WAGNER, Bridget, K.; VETERE, Amedeo; (189 pag.)WO2018/175324; (2018); A1;,
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21169-71-1, Isoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Isoxazole-5-carboxylic acid (0.500 g, 4.4 mmol) was dissolved in a solution of hydrochloric acid in ethanol (5 M) and refluxed for 5 hours. The mixture was concentrated under reduced pressure giving isoxazole-5-carboxylic acid ethyl ester, which was used immediately in the following step.

21169-71-1, As the paragraph descriping shows that 21169-71-1 is playing an increasingly important role.

Reference£º
Patent; AKZO NOBEL N.V.; WO2005/102998; (2005); A1;,
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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

14441-90-8, 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 5-Phenylisoxazole-3-carboxylic acid 151916, aIsoxazoles compound, is more and more widely used in various fields.

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
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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

3,5-Dimethyl-isoxazole-4-carboxylic acid (CAS 2510-36-3, 42.3 mg, 0.30 mmol), followed by HATU (91.5 mg, 0.24 mmcl) were added to a mixture of 2-amino-1-(4-chlorophenyl)-3- methylbutan-1-one hydrochloride (Example 20a, 49.0 mg, 0.20 mmol) and DIPEA (64.0 mg,0.30 mmol) in DCM (2 mL). The resulting mixture was stirred at 30C for 16 h and evaporatedto dryness. The residue was then purified by preparative HPLC to give amide N-(1-(4- chlorophenyl)-3-methyl-1-oxobuta n-2-yl)-3,5-dimethyl-isoxazole-4-ca rboxa mide (26.3 mg, 39%).1H NMR (500 MHz, CDCI3) 5 ppm 0.81 (d, 3 H) 1.11 (d, 3 H) 2.26 (td, 1 H) 2.53 (s, 3 H) 2.68 (s,3 H) 5.72 (dd, 1 H) 6.56 (d, 1 H) 7.45 – 7.57 (m, 2 H) 7.90 – 8.02 (m, 2 H).MS (ESI) m/z 335.1 [M+H]

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; ACTURUM LIFE SCIENCE AB; LINDE, Christian Erik; PAULSEN, Kim; SOHN, Daniel; SVENSSON, Mats A; VALLIN, Karl S A; WEIGELT, Dirk; MINIDIS, Alexander; WO2014/184235; (2014); A1;,
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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

To a stirred solution of 5-cyclopropylisoxazole-3-carboxylic acid (1.0 g, 6.5 mmol) in DMF (3 mL) was added HATU (3.72 g, 9.8 mmol) and diisopropylethylamine (3.5 ml, 19.6 mmol). The solution was stirred for 10 min at 0 C. tert-Butyl 4-(l- aminoethyl)piperidine-l-carboxylate (1.45 g, 6.5 mmol) was added and the reaction stirred at RT for 2 h. The progress of the reaction was monitored by TLC. After complete consumption of starting material, the reaction was quenched with water and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain a crude residue which was purified by column chromatography to afford compound tert-butyl 4-(l-(5- cyclopropylisoxazole-3-carboxamido)ethyl)piperidine-l-carboxylate (2.1 g, 84%). 1H NMR (400 MHz, OMSO-d6) delta 8.44 (d, J = 8.9 Hz, 1H), 6.46 (s, 1H), 3.98-3.90 (m, 2H), 3.79 (p, J = 7.3 Hz, 1H), 2.53-2.47 (m, 2H), 2.19-2.16 (m, 1H), 1.6-1.58 (m, 3H), 1.38 (s, 9H), 1.18-0.86 (m, 9H); LCMS: m/z = 386.25 (M+H)+.

110256-15-0, As the paragraph descriping shows that 110256-15-0 is playing an increasingly important role.

Reference£º
Patent; EPIZYME, INC.; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MILLS, James Edward John; MITCHELL, Lorna Helen; MUNCHHOF, Michael John; HARVEY, Darren Martin; (208 pag.)WO2016/40498; (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.,21169-71-1

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%).

As the paragraph descriping shows that 21169-71-1 is playing an increasingly important role.

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.123770-62-7,Ethyl 5-(hydroxymethyl)isoxazole-3-carboxylate,as a common compound, the synthetic route is as follows.

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

The synthetic route of 123770-62-7 has been constantly updated, and we look forward to future research findings.

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; (278 pag.)WO2019/115567; (2019); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem