Heterocyclic Building Blocks-isoxazole

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: To a suspension of 4-hydroxyquinolin-2(1H)-one (7, 1 mmol, 161 mg) in H2O:EtOH(1:1) (8 mL), DBU (20 mol%) was added. The reaction mixture was heated and stirred at 50 C for 15 min to dissolve the reactant. Then, aryl glyoxal monohydrates(1a-h, 1 mmol), 5-methylisoxazol-3-amine (6, 1 mmol, 98 mg) were added to the reaction mixture, which was stirred at the above-mentioned temperature for appropriate times as shown in Table 2. The progress of reaction was controlled by TLC using MeOH:CHCl3/1:10 as eluent. After completion of the reaction, the precipitate was filtered, washed with water and dried to give the desired products 8a-h in high yield (82-89%).

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

Reference£º
Article; Aslanpanjeh, Maryam; Poursattar Marjani, Ahmad; Khalafy, Jabbar; Etivand, Nasser; Research on Chemical Intermediates; vol. 46; 1; (2020); p. 165 – 177;,
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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.

General procedure: To the solution of compound 3 (1 equiv) in MeCN was addedNaH (3 equiv) and the Benzyl chloride derivatives (1.5 equiv) atroom temperature. The reaction mixture was stirred at roomtemperature for 4 h. The mixture was extracted with ethyl acetate,washed with brine, dried (Na2SO4), and filtered. The filtrate wasconcentrated in vacuo, and the residue was purified by columnchromatography (silica gel, ethyl acetate/Petroleum ether) to givethe desired product.

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

Reference£º
Article; Liu, Hong-Min; Suo, Feng-Zhi; Li, Xiao-Bo; You, Ying-Hua; Lv, Chun-Tao; Zheng, Chen-Xing; Zhang, Guo-Chen; Liu, Yue-Jiao; Kang, Wen-Ting; Zheng, Yi-Chao; Xu, Hai-Wei; European Journal of Medicinal Chemistry; vol. 175; (2019); p. 357 – 372;,
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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

Into a 50-mL round-bottom flask was placed racemic 5-cyclopropyl-1,2-oxazole-3-carboxylic acid (121 mg, 0.79 mmol, 1.00 equiv), tert-butyl N-[(1R,3S,4R)-4-amino-3-benzylcyclohexyl]carbamate (240 mg, 0.79 mmol, 1.00 equiv), EDCI (302 mg, 1.58 mmol, 2.00 equiv), HOBT (213 mg, 1.58 mmol, 2.00 equiv), TEA (319 mg, 3.15 mmol, 4.00 equiv), and dichloromethane (10 mL). The resulting solution was stirred at room temperature overnight. The mixture was washed with 1*10 of water and dried over anhydrous sodium sulfate. The solids were filtered out and the filtrate concentrated tinder vacuum. The residue was purified on a silica gel column with dichloromethane/methanol (50:1). This resulted in 280 mg (81%) of racemic tert-butyl N-[(1R,3S,4R)-3-benzyl-4-(5-cyclopropyl-1,2-oxazole-3-amido)cyclohexyl]carbamate as a white solid. LCMS (method D, ESI): RT=2.12 min, m/z=462.1 [M+Na]+.

The synthetic route of 110256-15-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EPIZYME, INC.; Foley, Megan Alene Cloonan; Kuntz, Kevin Wayne; Mitchell, Lorna Helen; Munchhof, Michael John; (57 pag.)US2020/123142; (2020); A1;,
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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 Isoxazole-5-carboxylic acid 2060599, aIsoxazoles compound, is more and more widely used in various.

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;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1072-67-9,5-Methylisoxazol-3-amine,as a common compound, the synthetic route is as follows.

PREPARATIVE EXAMPLE 13.23; Step A; To a stirred solution of acid (630mg) from Preparative Example 13.19, Step B in CH2CI2 (25mi) was added oxalyl chloride (235ul) followed by a catalytic amount of DMF (10ul). The mixture was stirred for 1 hr, then potassium carbonate (1.8g) was added followed by 3-amino-5-methylisoxazole (443mg). The reaction stirred overnight and was quenched with water (25ml). Layers were separated and the organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The crude product was purified by preparative plate chromatography (CH2CI2) to afford the product (580mg, 78%, MH+=317,319).

1072-67-9 5-Methylisoxazol-3-amine 66172, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2005/66147; (2005); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.946426-89-7,5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol,as a common compound, the synthetic route is as follows.

To a solution of (5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methanol (2.1 g, 7.4 mmol) in DCM (37.0 mL) was added a mixture of pyridinium chlorochromate (6.4 g, 29.6 mmol) and finely ground 3 A molecular sieves (6.1 g). The resulting mixture was stirred at room temperature for 30 min and then filtered through a pad of Celite. The pad was washed with MeOH/DCM. The filtrate was evaporated and the residue was purified by flash chromatography on SiO2 (0-100% EtOAc/hexanes, Isco 80 g column) to give 5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-carbaldehyde (1.9 g, 6.8 mmol, 93% yield) as a white solid. 1H NMR (500 MHz, CDCl3) delta 9.67 (s, 1H), 7.49-7.44 (m, 2H), 7.43-7.37 (m, 1H), 2.82 (tt, J=8.3, 5.2 Hz, 1H), 1.52-1.45 (m, 2H), 1.40-1.33 (m, 2H).

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; Carpenter, Joseph E.; Huang, Yanting; Wang, Ying; Wu, Gang; (137 pag.)US2019/127362; (2019); A1;,
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946426-89-7, 5-Cyclopropyl-3-(2,6-dichlorophenyl)isoxazole-4-methanol is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thionylchloride (62 ml, 0.52 mol) was added slowly to a solution of (5-cyclopropyl-3- (2,6-dichlorophenyl)isoxazol-4-yl)methanol (1.5 g, 5.3 mmol) in dichloromethane (100 ml) at 0-5 C and the resulting mixture allowed to warm to room temperature. After 2 h the reaction mixture was concentrated under reduced pressure and dissolved in DMF (15 ml). 4-(2-(4- Bromophenyl)cyclopropyl)-3-chlorophenol (1.8 g, 5.80 mmol), potassium carbonate (4.7 g, 34.33 mmol) and sodium iodide (800 mg, 5.33 mmol) were then added and the reaction mixture heated at 60-65 C. After 16 h the reaction was poured into water, extracted with ethyl acetate, the organic layer washed with water, brine, dried over anhydrous Na2S04, filtered, concentrated under reduced pressure and purified using silica gel column chromatography, eluting with 20% EtOAc in petroleum ether to give the titled compound (710 mg, 23 %) as a solid. LC-MS: 2.76 mins, [M+H]+ 588

The synthetic route of 946426-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INORBIT THERAPEUTICS AB; SHARMA, Rajiv; BENTHEM, Lambertus; JUDKINS, Robert; (69 pag.)WO2020/33382; (2020); A1;,
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100499-66-9, 5-Methylisoxazol-4-amine hydrochloride is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Method 73; N-(5-Methyl- 1 ,2-oxazol-4-yl)cyclobutanecarboxamide; Cyclobutyl carbonyl chloride (26.7 ml) was added dropwise to a stirred solution of 5- methyl-l,2-oxazol-4-amine hydrochloride (30g) and TEA (80 ml) in DCM (450 ml) at EPO ambient temperature. The reaction mixture was stirred for 30 min then washed with water (150 ml), 10% aq. citric acid (2 x 100 ml), sat. aq. NaHCO3 (2 x 100 ml). The aqueous layers were re-extracted with DCM (2 x 100 ml), the combined organic extracts dried (Na2SO4), filtered and concentrated in vacuo. The residue was triturated with ether (250 ml), filtered and dried to give the title compound as a beige solid (35.3 g). NMR (300.072 MHz, CDCl3) 8.52 (s, IH), 6.60 (br.s, IH), 3.14 (quintet, IH), 2.45-2.16 (m, 5H), 2.11-1.84 (m, 2H); m/z 181.

100499-66-9 5-Methylisoxazol-4-amine hydrochloride 13033203, aIsoxazoles compound, is more and more widely used in various.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/15064; (2007); A1;,
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Isoxazole | C3H3NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78967-07-4,Mofezolac,as a common compound, the synthetic route is as follows.

Diisopropyl ethylamine (DIEA, 0.215 mL, 1.237 mmol) and methyl 5-aminopentanoate hydrochloride (100 mg, 0.60 mmol) were solubilized in dry CH2Cl2 (5 mL) and stirred at 0 C for 1h. Then, this solution was dropwise added to a stirred solution of N,N’-dicyclohexylcarbodiimide (DCC, 170 mg, 0.825 mmol), 1-hydroxybenzotriazole monohydrate (HOBt H2O, 180 mg, 1.05 mmol) and 2-[3,4-bis(4-methoxyphenyl)isoxazol-5-yl]acetic acid (mofezolac) (200 mg, 0.59 mmol) in dry CH2Cl2 (20 mL) kept at 0 C. The reaction was stirred for 19h at room temperature. Then, H2O was added and the aqueous solution extracted with CH2Cl2. The combined organic layers were washed with a sat. solution of K2CO3, dried over anhydrous Na2SO4, and the solvent was removed under reduced pressure. Column chromatography of the crude residue (silica gel; EtOAc/Hexane = 3:7) afforded the product as a solid (107 mg, 40% yield). FT- IR (KBr): 3458, 3089, 2987, 2948, 1737, 1652, 1609, 1562, 1516, 1455, 1441, 1426, 1253, 1233, 1175, 1108, 1029, 1019, 949, 831, 729 cnf1. NMR (300 MHz, CDCl3, delta) : 7.41-7.37 (m, 2H, aromatic protons), 7.17-7.14 (m, 2H, aromatic protons), 6.92-6.89 (m, 4H, aromatic protons), 5.9 (bs, 1H, NJJ: exchanges with D2O) , 3.83 (s, 3H, OCH3) , 3.80 (s, 3H, OCH3) , 3.67 (s, 2H, CJJ2CONH) , 3.65 (s, 3H, OCH3) , 3.27 (q, 2H, J= 6.9 Hz, NHCJJ2), 2.33 (t, 2H, J= 6.9 Hz, CJJ2CO2), 1.65-1.50 (m, 4H, CH2CH2). 13C NMR (75 MHz, CDC13, delta) : 174.1, 166.8, 162.8, 161.4, 160.8, 159.7, 131.2, 130.0, 121.6, 121.2, 117.8, 114.6, 114.2, 55.5, 55.4, 39.7, 34.4, 33.6, 29.0, 22.2. ESI-MS: m/z (%) : C25H28 206 (M + Na) +: 475.

As the paragraph descriping shows that 78967-07-4 is playing an increasingly important role.

Reference£º
Patent; UNIVERSITA’ DEGLI STUDI DI BARI “ALDO MORO”; SCILIMATI, Antonio; PERRONE, Maria Grazia; VITALE, Paola; (114 pag.)WO2017/187352; (2017); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

13999-39-8, 3-Amino-4,5-dimethylisoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 2-Bromo-N-(4,5-dimethyl-3-isoxazolyl)benzenesulfonamide To 4,5-dimethyl-3-isoxazolamine (1.62 g, 13.00 mmol, prepared as described in T. Konoike et al., Tetrahedron Letters, 37, 3339 (1996)) and 4-dimethylaminopyridine (159 mg, 1.3 mmol) in 6.5 ml pyridine at 0 C., 2-bromobenzenesulphonyl chloride (3.65 g, 14.3 mmol) was added in portions over 10 minutes. After stirring at room temperature overnight, the mixture was added dropwise to 40 ml 6N HCl at 0 C. The mixture was extracted with 3*50 ml EtOAc. The combined organic extracts were washed with 30 ml each of 1N HCl and brine and dried and concentrated. The residue was dissolved in 160 ml MeOH and 160 ml 3% aqueous NaHCO3 solution was added and the mixture was concentrated in vacuo to remove most of the MeOH. The solid was filtered off and the aqueous filtrate was acidified to pH 2 with solid NaHSO4, and extracted with 3*100 ml of EtOAc. The extracts were washed with brine, dried and concentrated to give the title compound of this step (3.0 g, 70%). Rf=0.57, silica gel, 1:1 hexane/EtOAc.

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

Reference£º
Patent; Bristol-Myers Squibb Company; US5780473; (1998); A;,
Isoxazole – Wikipedia
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