Extracurricular laboratory: Synthetic route of 375369-14-5

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6-Bromobenzo[d]oxazole, cas is 375369-14-5, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,375369-14-5

6-Bromobenzo[d]oxazole (0.600 g, 3.03 mmol), anhydrous potassium acetate (0.595 g, 6.06 mmol) and 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (0.846 g, 3.33 mmol) were combined in dry dioxane (10 mL), and the mixture was sparged with nitrogen for 15 min. The reaction mixture was treated with Pd(dppf)Cl2 (0.124 mg, 0.152 mmol) and was heated to 90C for 16 h After cooling, the mixture was shaken with EtOAc (45 mL) and satd NaCl (10 mL) and was filtered to remove dark solids. The organic phase was dried and concentrated. Purification by silica gel chromatography with 0-30% EtOAc-hexane afforded the title compound as white crystals (600 mg, 74%): mp 79-81 C; NMR (400 MHz, CDCl3) delta 8.13 (s, 1H), 8.04 (s, 1H), 7.80 (qt, / = 3.3, 1.8 Hz, 2H), 1.37 (s, 12H); EIMS m/z 245.

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Reference£º
Patent; DOW AGROSCIENCES LLC; BELL, Jared; BUYSSE, Ann M.; DAEUBLE, John F.; ECKELBARGER, Joseph D.; EPP, Jeffrey B.; IRVINE, Nicholas M.; KISTER, Jeremy; LO, William C.; LOSO, Michael R.; LOWE, Christian T.; ROHANNA, John C.; SATCHIVI, Norbert M.; SIDDALL, Thomas L.; STEWARD, Kimberly M.; YERKES, Carla N.; (281 pag.)WO2019/84353; (2019); A1;,
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Extracurricular laboratory: Synthetic route of 59-49-4

As the rapid development of chemical substances, we look forward to future research findings about 59-49-4

2-Benzoxazolinone, cas is 59-49-4, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,59-49-4

135.1 kg of 99.3% pure 2-benzoxazolone (VI) obtained by the procedure of Example 1 was mixed with 533.3 kg of liquid base (15%), stirred, and heated to 95-105 C,The pressure is from 0 to 0.15 MPa until the reaction is complete, and the hydrochloric acid is acidified to a pH of 7,Solid-liquid separation, 100.7 kg of o-aminophenol (VII) with a purity of 99.0%,The yield was 96.5%; the residual in the filtrate was extracted by extraction with dichloroethane.

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Reference£º
Patent; Shao Yutian; (12 pag.)CN110156712; (2019); A;,
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New learning discoveries about 4570-41-6

With the rapid development of chemical substances, we look forward to future research findings about Benzo[d]oxazol-2-amine

Benzo[d]oxazol-2-amine, cas is 4570-41-6, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,4570-41-6

General procedure: To a solution of carboxylic acid 3 in 3 mL dimethylformamide,were added trimethylamine (3 equiv), EDCI (1.2 equiv) and HOBt( 1.2 equiv) under ice-bath. After stirring at room temperature for30 min, amines (1 equiv) were added and the resulting mixture stirred for 24 h at room temperature. Reaction was detected byTLC (EtOAc/Hex 2:1). After completion of reaction, the mixture was diluted with water and extracted with ethyl acetate. The combined organic layers were washed by brine, dried over MgSO4 and concentrated. The crude product was further purified by silica gel chromatography eluted with EtOAc/Hex 2:1 to afford pure desired compound. 4.1.3.8 N-(Benzoxazol-2-yl)-5-(4-(4-chlorophenyl)piperazin-1-yl)pentanamide (4h¡¤HCl) The compound 4h was prepared from 3c and 2-aminobenzoxazole as a colorless solid (yield: 24.7percent). The free base was further converted into 4h¡¤HCl as a white solid. Mp: 78-79 ¡ãC. 1H NMR (300 MHz, DMSO-d6) delta 11.19 (s, 1H), 9.80 (s, 2H), 7.59 (d, J = 7.7 Hz, 1H), 7.40 (dd, J = 7.7, 1.2 Hz, 1H), 7.36-7.19 (m, 4H), 7.01 (d, J = 9.0 Hz, 2H), 3.78 (d, J = 12.1 Hz, 2H), 3.50 (d, J = 10.9 Hz, 2H), 3.14 (m, 6H), 2.37 (t, J = 7.3 Hz, 2H), 1.75 (m, 2H), 1.63-1.47 (m, 2H).

With the rapid development of chemical substances, we look forward to future research findings about Benzo[d]oxazol-2-amine

Reference£º
Article; Cao, Yongkai; Paudel, Suresh; Zhang, Xiaowei; Kim, Kyeong-Man; Cheon, Seung Hoon; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5264 – 5272;,
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The important role of 73101-74-3

With the complex challenges of chemical substances, we look forward to future research findings about 2-(Bromomethyl)benzo[d]oxazole

Name is 2-(Bromomethyl)benzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 73101-74-3, its synthesis route is as follows.,73101-74-3

b 2-[(Methylamino)methyl]benzoxazole Following the procedure of Example 4(b), except using 2-bromomethyl benzoxazole in place of 2-bromomethylbenzothiazole, the title compound (0.250 g, 71%) was prepared as a brown oil: 1 H NMR (400 MHz, DMSO-d6) delta 2,75 (s, 3H), 4.71 (s, 2H), 7.60 (m, 2H), 8.01 (d, J=7.9 Hz, 1H), 8.17 (d, J=7.9 Hz, 1H).

With the complex challenges of chemical substances, we look forward to future research findings about 2-(Bromomethyl)benzo[d]oxazole

Reference£º
Patent; SmithKline Beecham Corporation; US5977101; (1999); A;,
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Analyzing the synthesis route of 22876-19-3

22876-19-3 5-Chlorobenzo[d]oxazole-2(3H)-thione 708870, abenzoxazole compound, is more and more widely used in various fields.

22876-19-3, 5-Chlorobenzo[d]oxazole-2(3H)-thione is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

22876-19-3, To the suspension of 18′ (9.40 g, 50.64 mmol) in toluene (120 mL) was added cyclohexylamine (11.5 mL, 101 mmol) and refluxed for 48 h. The solvent was evaporated and residue was purified by silica gel column chromatography (gradient: hexanes to 30% ethyl acetate in hexanes) to afford 19′ (7.00 g, 74%) as a light orange solid. 1H NMR (400 MHz, CDCl3) delta 7.31 (s, IH), 7.13 (d, J = 12 Hz, IH), 6.99-6.97 (m, IH), 5.08 (bs, IH), 3.78-3.70 (m, IH), 2.14-2.1 1 (m, 2H), 1.81-1.76(m, 2H),1.65-1.57 (m, 2H), 1.49-1.31 (m, 2H), 1.29-1.28 (m, 2H); MS: ESI m/z 251 [M + H]+.

22876-19-3 5-Chlorobenzo[d]oxazole-2(3H)-thione 708870, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; RENOVIS, INC.; KAUB, Carl; GOWLUGARI, Sumithra; KINCAID, John; JOHNSON, Russell, James; O’MAHONY, Donogh, John Roger; ESTIARTE-MARTINEZ, Maria, de los Angeles; DUNCTON, Matthew; WO2010/39186; (2010); A2;,
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Share a compound : 5-Bromobenzo[d]oxazole

As the rapid development of chemical substances, we look forward to future research findings about 132244-31-6

5-Bromobenzo[d]oxazole, cas is 132244-31-6, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,132244-31-6

To a solution of 5-bromobenzo[Patent; IRM LLC; CHE, Jianwei; DING, Qiang; HE, Xiaohui; LIU, Hong; LIU, Yahua; MICHELLYS, Pierre-Yves; OKRAM, Barun; WU, Xu; YANG, Kunyong; ZHU, Xuefeng; WO2011/14795; (2011); A2;,
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Simple exploration of 59-49-4

As the paragraph descriping shows that 59-49-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59-49-4,2-Benzoxazolinone,as a common compound, the synthetic route is as follows.

General procedure: K2CO3 (9.2 g, 66.6 mmol) and 1,4-dibromobutane (21.0 mL, 177.6 mmol) were added, under stirring, to a solution of benzo[d]oxazol-2(3H)-one (3.0 g, 22.2 mmol) in anhydrous DMF (30 mL). The reaction mixture was heated at 60 C for 3 h. After cooling, the reaction mixture was poured into 100 mL water and extracted with ethyl acetate (3 x 70 mL). The combined organic layers were washed with saturated aqueous NaCl and dried over sodium sulfate. The solvent was removed in vacuo, and the residue was purified by flash column chromatography (SiO2) using hexane/ethyl acetate (8:2) as eluent to give 3.6 g (62%) of 2e as a white solid. 4.2.1.7 3-(5-Bromopentyl)benzo[d]oxazol-2(3H)-one (2g) General procedure A, yield 65%, yellow oil. 1H NMR (400 MHz, CDCl3) delta 7.25-6.95 (m, 4H), 3.84 (t, J = 7.2, 2H), 3.39 (t, J = 6.7, 2H), 1.97-1.87 (m, 2H), 1.85-1.78 (m, 2H), 1.63-1.45 (m, 2H). 13C NMR (101 MHz, CDCl3) delta 154.54, 142.68, 131.08, 123.82, 122.39, 110.07, 108.21, 42.00, 33.21, 32.09, 26.96, 25.21. MS (EI) m/z 306 (M++23)., 59-49-4

As the paragraph descriping shows that 59-49-4 is playing an increasingly important role.

Reference£º
Article; Abdelazeem, Ahmed H.; Khan, Shabana I.; White, Stephen W.; Sufka, Kenneth J.; McCurdy, Christopher R.; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3248 – 3259;,
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Downstream synthetic route of 54903-16-1

The synthetic route of 54903-16-1 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.54903-16-1,2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.,54903-16-1

c) Synthesis of compound (I-66) [Show Image] A compound 19 trihydrochloride (0.49 g, 1.40 mmol), and the known (J. Chem. Soc., 1921, viol.119, pp.1425-1432) compound 20 (0.25 g, 1.40 mmol) were dissolved in DMF (10 ml), HOBt monohydrate (0.21 g, 1.50 mmol), DMAP (17 mg, 0.14 mmol), N-methylmorpholine (0.69 ml, 6.30 mmol), and EDC (0.30 g, 1.50 mmol) were added, and the mixture was stirred at room temperature for 3 hours. Water (50 ml) was added, and the precipitated crystal was filtered, washed with water, and then dried. The resulting solid was recrystallized from ethyl acetate-methanol-diethyl ether to obtain a compound (I-66) (0.50 g, yield 89%). mp 156-158C 1H-NMR (DMSO-d6 / TMS) deltappm: 2.48-2.64 (m, 6H), 3.10-3.20 (m, 4H), 3.42 (q, J = 6.3Hz, 2H), 6.94 (d, J = 9.1Hz, 2H), 7.15 (d, J = 8.1Hz, 1H), 7.22 (d, J = 9.1Hz, 2H), 7.69-7.75 (m, 2H), 8.04 (t, J = 6.3Hz, 1H).

The synthetic route of 54903-16-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Shionogi&Co., Ltd.; EP2184272; (2010); A1;,
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Share a compound : 4570-41-6

As the rapid development of chemical substances, we look forward to future research findings about 4570-41-6

Benzo[d]oxazol-2-amine, cas is 4570-41-6, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,4570-41-6

Example 27 N-Benzooxazol-2-yl-2-(3-cyano-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionamide A solution of 2-(3-cyano-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionic acid (prepared as in Example 26, 100 mg, 0.311 mmol), triethylamine (0.13 mL, 0.933 mmol), benzotriazol- 1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (206 mg, 0.467 mmol), and 2-aminobenzoxazole (63 mg, 0.467 mmol) in methylene chloride (3 mL) was stirred at 25¡ã C. for 3 h. The reaction mixture was then diluted with water (40 mL), a 1N aqueous hydrochloric acid solution (5 mL), and ethyl acetate (40 mL). The layers were separated, and the organic layer was dried over magnesium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, 1/1 hexanes/ethyl acetate) afforded N-benzooxazol-2-yl-2-(3-cyano-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionamide (75 mg, 55percent) as a yellow foam: mp 108-112¡ã C.; EI-HRMS m/e calcd for C23H23N3O4S (M+) 437.1409, found 437.1409.

As the rapid development of chemical substances, we look forward to future research findings about 4570-41-6

Reference£º
Patent; Corbett, Wendy Lea; Grimsby, Joseph Samuel; Haynes, Nancy-Ellen; Kester, Robert Francis; Mahaney, Paige Erin; Sarabu, Ramakanth; US2002/103199; (2002); A1;,
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Some tips on 128156-54-7

128156-54-7, As the paragraph descriping shows that 128156-54-7 is playing an increasingly important role.

128156-54-7, Methyl benzo[d]oxazole-4-carboxylate is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a degassed solution (N2 was purged for 10 min) of methyl 1,3-benzoxazole-4-carboxylate (150 mg, 0.847mmol) and N-(2-iodophenyl)benzamide 2a (273 mg, 0.847 mmol) in anhydrous toluene (4ml) , CuI (32 mg, 0.169 mmol), xantphos (98 mg, 0.169 mmol), Pd(OAc)2 (10 mg, 0.042 mmol), Cs2CO3 (685 mg, 2.117 mmol) were added at room temperature under nitrogen atmosphere. Reaction mixture was continued for 20 hours at reflux condition. After the completetion of the reaction (monitored by TLC), Reaction mixture was filtered through celite bed and washed with methanol (10 ml),filtrate was concentrated. Crude mass which was purified by column chromatography over silica gel (230-400 mesh) using DCM-Methanol (1:9) as elutant to affordthe products 3a (284 mg) as white solid. All the other compounds 3b-3r were prepared similarly following the above procedure.

128156-54-7, As the paragraph descriping shows that 128156-54-7 is playing an increasingly important role.

Reference£º
Article; Sasmal, Swarnendu; Sen, Indira; Hall, Roger G.; Pal, Sitaram; Tetrahedron Letters; vol. 56; 11; (2015); p. 1374 – 1377;,
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