Tag: M.W:100-200

57684-71-6, 3-(Chloromethyl)isoxazole is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,57684-71-6

General procedure: To a solution of 4-chloro-lH-pyrrolo-[3,2-c]-pyridine [60290-21-3] (2.0 g, 13.1 mmol) dissolved in DMF (30.5 mL, 0.944 g/mL, 393.2 mmol) at 0C was added portionwise sodium hydride (1.1 g, 28.8 mmol). The reaction mixture was allowed to reach rt and stirred 45 min, after which it was re-cooled to 0C and l-bromobutane (2.1 mL, 1.27 g/mL, 19.7 mmol) was added dropwise. The mixture was then allowed to reach rt and stirred overnight. NaHC03 sat solution was added and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed with water and brine, then dried over MgS04 and concentrated in vacuo. The crude residue was purified by column chromatography (silica gel; gradient Heptane/EtOAc from 100/0 to 50 /50) to yield 1-1 (2.7 g, 98.7%) as a yellow liquid

The synthetic route of 57684-71-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); 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 1c 1-((3,5-Dimethylisoxazol-4-yl)methyl)-1H-pyrazole-4-carboxylate Ethyl 1H-pyrazole-4-carboxylate (4.2 g, 30 mmol), 4-(chloromethyl)-3,5-dimethylisoxazole (5.1 g, 35 mmol), and cesium carbonate (9.8 g, 30 mmol), in DMF (50 mL), were stirred at 80 C. for 12 hours. The reaction was cooled to ambient temperature, diluted with 0.1 N HCl (150 mL) and extracted with ethyl acetate (3*, 75 mL). The combined organic extracts were dried over sodium sulfate and concentrated on the rotovap. The solid product was triturated with ethyl acetate/hexanes (1/9) and collected by filtration to afford ethyl 1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazole-4-carboxylate (6 g, 80%) as a white solid. 1H NMR (CDCl3, 400 MHz): delta1.34 (t, J=7.2 Hz, 3H), 2.19 (s, 3H), 2.43 (s, 3H), 4.29 (q, J=7.2 Hz, 2H), 5.06 (s, 2H), 7.77 (s, 1H), 7.91 (s, 1H)., 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; SENOMYX, INC.; PATRON, Andrew; TACHDJIAN, Catherine; SERVANT, Guy; DITSCHUN, Tanya; (257 pag.)US2016/376263; (2016); A1;,
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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

To a solution of methyl 2-(4-hydroxyphenyl)acetate (3.0 g, 18.0 mmol) indimethylforrn amide (35 mL) was added potassium carbonate (3.7 g, 27.1 mmol), and the reaction mixture was stirred at rt for 30 min.4-(chloromethyl)-3, 5-dimethylisoxazole(2.62 g, 21.6 mmol) was then added and the resulting mixture was stirred at 80 C for 6 h. After completion of the reaction, water (30 mL) was added and the reaction mixture was extracted with ethyl acetate (2 x 50 mL). The organic layer was dried over Na2S04 and concentrated to obtain a crude product which was purified by silica gel column chromatography using (30% EtOAc/hexanes) to provide the title compound (3.3 g, 67%). U NMR (400 MHz, DMSO-d6) delta ppm 7.17-7.20 (d, 2 i n. 6.94-6.96 (d, 2 H), 4.88 (s, 2 H), 3.60 (USD, 3 H), 3.41 (s, 2 H), 2.39 (s, 3 H), 2.20 (s, 3 H). MS (ES1+) === 276.12 (M ¡¤ i l )., 19788-37-5

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

Reference£º
Patent; TEMPERO PHARMACEUTICALS, INC.; BALOGLU, Erkan; GHOSH, Shomir; LOBERA, Mercedes; SCHMIDT, Darby, R.; WO2013/19635; (2013); A1;,
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21080-81-9, Ethyl 5-cyclopropylisoxazole-3-carboxylate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,21080-81-9

Into a 10-L round-bottom flask was placed ethyl 5-cyclopropylisoxazole-3- carboxylate (280 g, 1.55 mol, 1.00 equiv) and a solution of sodium hydroxide (74.3 g, 1.20 equiv) in water (4 L). The resulting solution was stirred for 1 h at room temperature. The resulting mixture was washed with ether. The pH value of the aqueous solution was adjusted to 2-3 with hydrochloric acid (12N). The resulting solution was extracted with ethyl acetate and the organic layers combined and concentrated under vacuum. This resulted in 220 g (93%>) of 5-cyclopropylisoxazole-3-carboxylic acid as an off- white solid. LCMS (method A, ESI): RT = 1.99 min, m/z = 153.9 [M+H]+. 1H-NMR (300 MHz CDCls): 8.42(brs, 1H), 6.37(s, 1H), 2.16-2.05(m, 1H), 1.29-1.12(m, 2H), 1.12-0.99(m, 2H) ppm.

21080-81-9 Ethyl 5-cyclopropylisoxazole-3-carboxylate 55251041, aIsoxazoles compound, is more and more widely used in various fields.

Reference£º
Patent; EPIZYME, INC.; CHESWORTH, Richard; FOLEY, Megan Alene Cloonan; KUNTZ, Kevin Wayne; MITCHELL, Lorna Helen; PETTER, Russell C.; SCHWARTZ, Carl Eric; (62 pag.)WO2016/40511; (2016); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

59669-59-9, 3-(tert-Butyl)isoxazol-5-amine is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

59669-59-9, Step 1: Synthesis of compound F-2. Trichloroethyl chloroformate (1.1 mL, 8.6mmol) is added to a mixture of 1 g (7.1 mmol) of compound F-l and 1.8 g (21.4 mmol) of sodium hydrogen carbonate in ethyl acetate/water (1/1, 20 mL) at room temperature. The resulting mixture is vigourously stirred for 3 d and then additional trichloroethyl chloroformate (1.1 mL, 8.6mmol) and sodium hydrogen carbonate (1.8 g, 21.4 mmol) are added. The mixture is stirred for a further 3 h. The aqueous layer is separated and extracted with ethyl acetate (2 x 25mL). The organic layers are combined, dried over MgS04, filtered and the filtrate isconcentrated under reduced pressure. The residue is purified by column chromatography (silica, eluent: ethyl acetate/heptanes) followed by trituration with heptanes to give 397 mg of compound F-2. Yield: 18percent; ES-MS: m/z 315 [M+H]; *H NMR (250 MHz,CHLOROFORM-if) delta ppm 1.33 (s, 9 H) 4.86 (s, 2 H) 6.11 (s, 1 H) 7.68 (br. s., 1 H)

The synthetic route of 59669-59-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HICKEY, Eugene Richard; RIETHER, Doris; ERMANN, Monika; WO2012/12307; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35166-33-7,3-Hydroxymethyl-5-methylisoxazole,as a common compound, the synthetic route is as follows.

Example 22 3- [ (4-METHOXYPHENYL) AMINO]-1- [ (5-METHYLISOXAZOL-3-YL) METHYL]-4-PHENYL-LH-PYRROLE- 2,5-dione To a solution of 3- [ (4-methoxyphenyl) amino]-4-phenyl-lH-pyrrole-2, 5-dione (0.17 mmol, 50 mg), 5-methylisoxazole-3-methanol (0.19 mmol, 21 mg) and diethyl azodicarboxylate (0.19 mmol, 33 mg) in dry THF (1 mL) was added triphenylphosphine (0.19 mmol, 49 mg) in dry THF (1 mL). The mixture was heated in a microwave reactor at 130C for six min.. After cooling, the reaction mixture was purified by HPLC (95% 0. 1M ammonium acetate buffer: 5% CH3CN E 100% CH3CN) to give 14 mg (21%) of the title compound. IH NMR (400 MHz, CDCL3) 6 7.23 (bs, 1H), 7. 16-7. 06 (m, 3H), 7. 01-6. 96 (m, 2H), 6.63-6. 53 (m, 4H), 6. 03 (d, J=0.7 Hz, 1H), 4. 82 (s, 2H), 3.70 (S, 3H), 2.39 (d, J=0.7 Hz, 3H)., 35166-33-7

The synthetic route of 35166-33-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; WO2005/5417; (2005); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

21169-71-1, Isoxazole-5-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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, 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.62348-13-4,Isoxazole-5-carbonyl chloride,as a common compound, the synthetic route is as follows.,62348-13-4

General procedure: Compound 12a (0.05mmol, 20mg) and DIEA (0.075mmol, 9.75mg) were dissolved in 0.5mL of DMF and cooled to 0C, then propionyl chloride (0.06mmol, 5.5mg) was added to the system and the mixture was stirred at 0C for 1h. The system was extracted with EtOAc and dried with anhydrous Na2SO4. The solvents were removed under vacuum and the residue was purified by silica gel flash chromatography (DCM: MeOH=15: 1) to afford compound 13a (15mg, yield 65%).

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

Reference£º
Article; Wang, Qiang; Liu, Feiyang; Qi, Shuang; Qi, Ziping; Yan, Xiao-E.; Wang, Beilei; Wang, Aoli; Wang, Wei; Chen, Cheng; Liu, Xiaochuan; Jiang, Zongru; Hu, Zhenquan; Wang, Li; Wang, Wenchao; Ren, Tao; Zhang, Shanchun; Yun, Cai-Hong; Liu, Qingsong; Liu, Jing; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 366 – 384;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

42831-50-5, 5-Methylisoxazole-4-carboxylic acid is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,42831-50-5

EXAMPLE 1 2-Cyano-3-hydroxythiocrotonic acid-S-phenyl ester A 72 ml. portion of thionyl chloride is added dropwise to a mixture of 70.24 g. of 5-methylisoxazole-4-carboxylic acid [H. Yasuda, Yakugaku Zasshi, 79, 836-838 (1959); C. A. 53, 21885d] and 64.44 g. of sodium carbonate in 250 ml. of chloroform. The mixture is heated gently on a steam bath for 4 hours, then the solid is filtered and the filtrate is evaporated to an oil. This oil is distilled at 4.5 mm. and the material boiling at 68-70 C. is collected, giving 65.23 g. of 5-methylisoxazole-4-carbonyl chloride.

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

Reference£º
Patent; American Cyanamid Company; US4254047; (1981); A;,
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

4-Chloromethyl-3,5-dimethylisoxazole (300 mg, 2.07 mmol) was dissolved in dimethyl sulfoxide (3 mL) and sodium cyanide (121 mg, 2.48 mmol) was added at 25C. The reaction was warmed to 60C and reacted for 3 hours. The reaction was cooled to 25C, followed by adding water (10 mL). The reaction was extracted with ethyl acetate (10 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2-(3,5-dimethylisoxazol-4-yl)acetonitrile (200 mg, as a yellow oil) with a yield of 71%. 1H NMR: (400 MHz, Methanol-d4) delta 3.67(s, 2H), 2.30(s, 3H), 2.28(s, 3H)., 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; GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD; WU, Lingyun; CHEN, Xiaoxin; ZHANG, Peng; LIU, Xing; ZHANG, Li; LIU, Zhuowei; CHEN, Shuhui; LONG, Chaofeng; (160 pag.)EP3299371; (2018); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem