New learning discoveries about 19932-85-5

19932-85-5, The synthetic route of 19932-85-5 has been constantly updated, and we look forward to future research findings.

19932-85-5, 6-Bromobenzo[d]oxazol-2(3H)-one is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: One equivalent of appropriate heterocyclic derivative was dissolved in DMF. Three equivalents of potassium carbonate and 1.2 equivalent of the appropriate 3-chloropropan-1-amine derivative were added. The resulting mixture was heated at 70C until disappearance of the starting material. The reaction was monitored by TLC. After 24-96 h, the solvent was removed under reduced pressure, and water added to the residue. The crude product was extracted with dichloromethane. The combined organic fractions were washed with water and dried over magnesium sulphate. Purification by thick layer chromatography or column chromatography was performed.

19932-85-5, The synthetic route of 19932-85-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Donnier-Marechal, Marion; Carato, Pascal; Le Broc, Delphine; Furman, Christophe; Melnyk, Patricia; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 575 – 582;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Brief introduction of 19932-85-5

19932-85-5, 19932-85-5 6-Bromobenzo[d]oxazol-2(3H)-one 29859, abenzoxazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.

2-Oxo-2,3-dihydro-benzooxazole-6-carbaldehyde A solution of 6-bromo-3H-benzooxazol-2-one (0.9236 g, 4.31 micromoles) in anhydrous tetrahydrofuran (25 mL) and dimethylformamide (3 mL) under nitrogen was cooled to -78 C. before addition of n-butyllithium (2.5M in hexane) (3.8 mL, 2.2 equiv). After stirring for 10 min at -78 C., 24 mL of sec-butyllithium (1.4 M in cyclohexane, 8 equiv) was added. The reaction was stirred while slowly warming to -40 C. When this temperature was reached, the reaction was quenched by addition of methanol. The reaction mixture was concentrated in vacuo and water was added. The aqueous layer was acidified with 1N HCl (ca. pH 5) and extracted with ethyl acetate (3*50 mL), dried over sodium sulfate, filtered and concentrated to give the product, 0.6402 g (91%). MS (ESI) 164 (MH)+. 1H NMR (400 MHz, DMSO-d6) delta 9.90 (1H, s), 7.79 (1H, d, J=8.0 Hz), 7.74 (1H, s), 7.28 (1H, d, J=8.0 Hz).

19932-85-5, 19932-85-5 6-Bromobenzo[d]oxazol-2(3H)-one 29859, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Chaturvedula, Prasad V.; Chen, Ling; Civiello, Rita; Conway, Charles Mark; Degnan, Andrew P.; Dubowchik, Gene M.; Han, Xiaojun; J. Jiang, Xiang Jun; Karageorge, George N.; Luo, Guanglin; Macor, John E.; Poindexter, Graham; Tora, George; Vig, Shikha; US2004/204397; (2004); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Brief introduction of 73101-74-3

73101-74-3 2-(Bromomethyl)benzo[d]oxazole 12745944, abenzoxazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.73101-74-3,2-(Bromomethyl)benzo[d]oxazole,as a common compound, the synthetic route is as follows.

73101-74-3, (Step A-1) 53.2 mg of sodium hydride (as a 60% w/w dispersion in mineral oil) were added to a solution of 200.0 mg of 4-acetamido-3-methylphenol in 10 ml of dimethylformamide cooled in an ice-water bath. The resulting mixture was stirred at the same temperature for 5 minutes, and then 307.9 mg of 2-bromomethylbenzoxazole ?prepared as described in Example 28(a) above! were added. The temperature of the resulting mixture was elevated to room temperature and the mixture was stirred for 30 minutes. At the end of this time, the temperature of the reaction mixture was elevated to 50 C. and the mixture was stirred for a further 1.5 hours. At the end of this time, a saturated aqueous ammonium chloride solution was added to the reaction mixture and the resulting mixture was extracted with ethyl acetate. The resulting extract was washed consecutively with water and a saturated aqueous sodium chloride solution and then dried over anhydrous sodium sulfate. The solvent was then removed by evaporation under reduced pressure to give a crude crystalline solid which was purified by column chromatography through silica gel using a 3:1 by volume mixture of ethyl acetate and hexane as the eluent, to give 218.5 mg (yield 61%) of the title compound as a solid having a melting point of 160 C. Nuclear Magnetic Resonance Spectrum, (200 MHz, CDCl3) delta ppm: 7.78-7.74 (1H, multiplet); 7.58-7.51 (2H, multiplet); 7.39-7.34 (1H, multiplet); 6.92-6.84 (3H, multiplet); 5.30 (2H, singlet); 2.24 (3H, singlet); 2.18 (3H, singlet).

73101-74-3 2-(Bromomethyl)benzo[d]oxazole 12745944, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Sankyo Company, Limited; US5736487; (1998); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

New learning discoveries about 72752-81-9

The synthetic route of 72752-81-9 has been constantly updated, and we look forward to future research findings.

72752-81-9, Methyl 2-mercaptobenzo[d]oxazole-6-carboxylate is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

72752-81-9, To a suspension of this pink solid (320 g, 1.53 mol) and K2CO3 (276 g, 2 mol) in EtOAc (3L) was added MeI (238.9g, 1.68 mol) below 20C. The mixture was stirred at room temperature for 12 hours. TLC (EtOAc/petroleum ether = 1:3) indicated the reaction was complete. Water (2L) was added to the mixture. The organic phase was separated, dried over Na2SO4 and concentrated to give 13 (320 g, 93.8%) as a pink solid.

The synthetic route of 72752-81-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jonckers, Tim H.M.; Rouan, Marie-Claude; Hache, Geerwin; Schepens, Wim; Hallenberger, Sabine; Baumeister, Judith; Sasaki, Jennifer C.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 4998 – 5002;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Application of 6-Bromophthalazin-1(2H)-one

As the rapid development of chemical substances, we look forward to future research findings about 19932-85-5

A common heterocyclic compound, the benzoxazole compound, name is 6-Bromobenzo[d]oxazol-2(3H)-one,cas is 19932-85-5, mainly used in chemical industry, its synthesis route is as follows.,19932-85-5

General procedure: IV, e.g. bromo-substituted 3H-1,3-benzoxazol-2-one, (1 eq.) was suspended in a 1:1 toluene/EtOH mixture (10 mL per mmol IV). The boronic acid V (1.5 eq.) was added followed by aq. NaCO3 (2 M, 0.55 mL per mmcl IV, 1.1 eq.). The resulting suspension was degassed undernitrogen for 10 mm, followed by addition of Pd(PPh3)4 (0.1 eq.) and heating under microwave irradiation at 100 C for 30 mm. The reaction mixture was diluted with EtOAc (40 mL per mmcl IV), and water (40 mL per mmcl IV) was added. The two phases were separated and the aqueous layer was extracted with EtOAc (2 x 40 mL per mmcl IV). The combined organic phases were dried over Na2SO4, evaporated on silica, and the compound was purified by column chromatography using the Teledyne ISCO apparatus (cyclohexane:EtOAc).The title compound was obtained according to the General Procedure II, starting from 6-bromobenzoxazolone (500 mg, 2.34 mmol) and (4-fluorophenyl)boronic acid (490 mg, 3.50mmol). White solid (450 mg, 42%). 1H NMR (400 MHz, CDCI,) 6 7.08 (m, 3H), 7.33 (dd, J = 8.1, 1.6 Hz, 1H), 7.39 (d, J = 1.4 Hz, 1H), 7.47 -7.52 (m, 2H), 7.91 (s, 1H). MS (ESI) m/z: 228 [M-H].

As the rapid development of chemical substances, we look forward to future research findings about 19932-85-5

Reference£º
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; PIZZIRANI, Daniela; BACH, Anders; SCARPELLI, Rita; MELZIG, Laurin; MOR, Marco; (72 pag.)WO2015/173169; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Downstream synthetic route of 73101-74-3

The synthetic route of 73101-74-3 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.73101-74-3,2-(Bromomethyl)benzo[d]oxazole,as a common compound, the synthetic route is as follows.,73101-74-3

General procedure: Pyridine derivative (0.2 mmol) was dissolved in dichloromethane(2 mL) and benzyl bromide derivative (1.2e2.0 equiv) wasthen added and the solutionwas heated to 50 C for 12 h in a sealedtube. After cooling at room temperature and concentration underreduced pressure, the resulting solid was triturated in diethyl ether,filtered and rinsed with diethyl ether to afford the compounds13e21, 33 and 41.

The synthetic route of 73101-74-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Azzouz, Rabah; Peauger, Ludovic; Gembus, Vincent; ?in?a?, Mihaela-Liliana; Papamicael, Cyril; Levacher, Vincent; Sopkova-de Oliveira Santos, Jana; European Journal of Medicinal Chemistry; vol. 145; (2018); p. 165 – 190;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Brief introduction of 19932-85-5

19932-85-5 6-Bromobenzo[d]oxazol-2(3H)-one 29859, abenzoxazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.

Intermediate 13: 2-oxo-2,3-dihydrobenzo[d]oxazole-6-carbonitrile To a solution of 6-bromo benzoxazolinone (2 g, 9.4 mmol) in DMF (20 mL) was added CuCN (16.79 g, 188 mmol), and the reaction was stirred at 175 C. for 6 h. The reaction progress was monitored by TLC (100% EtOAc). The reaction was diluted with EtOAc (10 mL) and filtered through Celite brand filter agent. The organic layer was concentrated and purified by column chromatography (silica gel, 0-50% EtOAc in hexanes) to give the title compound. MS (ESI pos. ion) m/z: 158.9 (MH-)., 19932-85-5

19932-85-5 6-Bromobenzo[d]oxazol-2(3H)-one 29859, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; BISWAS, Kaustav; CHEN, Jian J.; GORE, Vijay Keshav; HARRIED, Scott; HORNE, Daniel B.; KALLER, Matthew R.; MA, Vu Van; SHAM, Kelvin; ZHONG, Wenge; US2014/45855; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Simple exploration of 19932-85-5

As the paragraph descriping shows that 19932-85-5 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.19932-85-5,6-Bromobenzo[d]oxazol-2(3H)-one,as a common compound, the synthetic route is as follows.

19932-85-5, To a solution of XXXV-2b (500 mg, 2.97 mmol) in dry DCM (20 mL) was added TEA (360 mg, 3.56 mmol) and Trt-Cl (992 mg, 3.56 mmol). The mixture was stuffed overnight at rt, then poured into water, extracted with DCM (50 mLx3). The combined organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (PE/EA=10/1) to afford XXXV-3b (1.2 g, 89% yield).

As the paragraph descriping shows that 19932-85-5 is playing an increasingly important role.

Reference£º
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Downstream synthetic route of 73101-74-3

The synthetic route of 73101-74-3 has been constantly updated, and we look forward to future research findings.

73101-74-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.73101-74-3,2-(Bromomethyl)benzo[d]oxazole,as a common compound, the synthetic route is as follows.

EXAMPLE 58 4-[(2-benzoxazolyl)methyl]-N-(2,6-dimethylphenyl)-1-piperazineacetamide Maleate (1:2.75) 1.45 g of the intermediate piperazineacetamide of Example 15 in acetonitrile (30 ml); 3 g K2 CO3; a catalytic amount of KI and leq (0.95 g, 4.53 mMol) of bromomethylbenzoxazole was stirred 24 hrs, filtered, and the solvents evaporated. The residue was dissolved in MeOH, made acidic with maleaic acid and allowed to crystalize. Filtration gave 1.67 g product 53% yield; mp 163-165 C.; 1 H-NMR (300 MHz DMSO-d6) delta 9.81 (s, 1H), 7.74 (m, 2H) 7.41 (m, 2H), 7.07 (m, 3H), 4.09 (s, 2H), 4.02 (s, 2H), 3.28 (s, 4H), 2.90 (s, 4H), 2.13 (s, 6H); 13 C NMR (75 MHz DMSO-d6) delta 166.96(0), 162.41(0), 150.30(0), 140.49(0), 135.05(0), 133.80(0), 133.36(+), 127.85(+), 127.00(+), 125.40(+), 124.59(+), 119.76(+), 110.89(+), 56.64(-), 53.17(-), 51.80(-), 48.95(-), 18.07(+); IR (KBr) 3392, 1696, 1620, 1574, 1518, 1468, 1454, 1428, 1356, 1218, 1082, 990, 868; MS (DCI) m/e 379; Analysis calc’d for C22 H26 N4 O2.2.75C4 H4 O4: C, 56.81 H, 5.35 N, 8.03; found: C, 56.52 H, 5.34 N, 8.39.

The synthetic route of 73101-74-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bristol-Myers Squibb Company; US5382584; (1995); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Analyzing the synthesis route of 151230-42-1

151230-42-1, 151230-42-1 6-Bromo-2-methylbenzo[d]oxazole 10036077, abenzoxazole compound, is more and more widely used in various fields.

151230-42-1, 6-Bromo-2-methylbenzo[d]oxazole is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0510] Compound 71a: To a mixture of Comp-8b (0.47 g, 2.35 mmol) and 6-bromo-2- methylbenzo[d]oxazole (0.5 g, 2.35 mmol) in was added 7-BuOK (2 mL, IM in THF) at 0 C and the reaction mixture was stirred at RT for 12 h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was concentrated under reduced pressure and the crude obtained was purified by column chromatography (silica, 230-400 mesh, 40-50% EtOAc in hexane) to afford (E)-6-bromo-2-(2-(2,5-dimethyl-l-phenyl-lH- pyrrol-3-yl)vinyl)benzo|i ]oxazole (71a; 0.3 g, 32%) as a yellow solid.

151230-42-1, 151230-42-1 6-Bromo-2-methylbenzo[d]oxazole 10036077, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; ALPINE ANDROSCIENCES, INC.; PATIL, Santhosh N.; SARMA, Bugga VNBS; (148 pag.)WO2019/152731; (2019); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem