Day: November 23, 2020

Name is 5-Fluoro-2-methylbenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 701-16-6, its synthesis route is as follows.,701-16-6

[0436] Compound 50: To a solution of Comp-50c (3.95 g, 26.15 mmol) in THF:iBuOH (50 mL 4: 1 ) was added t-BuOK (8.78 g, 78.47 mmol) and the reaction mixture was stirred for 10 min. Comp-3b (5.18 g, 23.54 mmol) was added portion wise and the reaction mixture was stirred at room temperature for 16h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was quenched with H20 and extracted with EtOAc. The organic layer was washed with brine, separated, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude obtained was purified by column chromatography (silica, 100-200 mesh, 2-3% MeOH in ethyl acetate) to afford (E)-2-(2-(2,5-dimethyl-l-(l- me1hylpiperidin-4-yl)-lH-pyrrol-3-y])viny])-5-fluorobenzo[d]oxazole (50; 1.8 g, 20%) as yellow solid. (0756) [0437] HPLC Purity: 98.7%. (0757) [0438] MS (ESI) m/e |M+H|+/ Rt/%: 354.20/1.42/98.2%. (0758) [0439] 1H NMR (400 MHz, DMSO-c delta 1.69-1.72 (m, 2 H) 1.98 – 2.07 (m, 2 H) 2.11 – 2.17 (m, 2H) 2.20 (s, 3 H) 2.27 (s, 3H) 2.38 (s, 3 H) 2.88 (d, J=11.25 Hz, 2 H) 3.92-3.98 (m, 1 H) 6.26 (s, 1 H) 6.51 (d, J=15.65 Hz, 1 H) 7.11-7.16 (m, 1 H) 7.46 (dd, J=9.05, 2.69 Hz, 1 H) 7.62 – 7.71 (m, 2 H).

With the complex challenges of chemical substances, we look forward to future research findings about 5-Fluoro-2-methylbenzo[d]oxazole

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

5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one, cas is 3889-13-2, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,3889-13-2

General procedure: To a stirred suspension of benzo [d]oxazol-2(3H)-ones, anhydrousK2CO3 (1.2 mmol) was added in the dry DMF solvent for20 min at 60 C. Then chloroacetylated 3a-3e (1.3 mmol) and TBAI(0.1 mmol) were added simultaneously. The reaction was stirredand heated for 5 h. After completion, the mixture was extractedwith DCM/H2O three times. The combined organic layers werewashed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purifiedby silica gel column chromatography eluting with DCM/Methanol (20:1e10:1) to afford compounds D01-D08.

3889-13-2 is used more and more widely, we look forward to future research findings about 5-Nitro-2,3-dihydro-1,3-benzoxazol-2-one

Reference£º
Article; Yang, Lixin; Liu, Yongqing; Fan, Minghua; Zhu, Guiwang; Jin, Hongwei; Liang, Jing; Liu, Zhenming; Huang, Zhuo; Zhang, Liangren; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

It is a common heterocyclic compound, the benzoxazole compound, 2-(Bromomethyl)benzo[d]oxazole, cas is 73101-74-3 its synthesis route is as follows.,73101-74-3

To 9.1 g (0.043 mol) of 2-bromomethyl-benzooxazole in CH3CN (300 mL) were added 7.39 g (0.045 mol, 1.05 eq) of benzenesulfinic acid sodium salt and 2.27 g (8.6 mmol, 0.2 eq) of 18-crown-6. Stirring was continued overnight, solvent evaporated and a column chromatography afforded 8. 1 g (70%) of 2-benzenesulfonylmethyl-benzooxazole as a white solid, MS: 274 (H+). (Y. Nagao, S. Yamada, E. Fujita, Tet. Lett., 1983,24, 2291)

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

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/92856; (2005); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

59-49-4, 2-Benzoxazolinone is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Sodium hydride (7.00 mmol) was added to a chilled (0 C) solution of benzo[d]oxazol-2(3H)-one (4.81 mmol) in tetrahydrofuran (20 mL) and the reaction mixture was maintained for 30 min. Methyl iodide (7.25 mmol) was added dropwise and the reaction mixture was maintained for 6 h at rt. The reaction mixture was diluted with with ethanol (10 mL) and the mixture was concentrated. The residue was diluted with water (50 mL) and was extracted with dichloromethane (3 x 20 mL). The combined organic layers were dried (sodium sulfate), filtered and concentrated to afford 3-methylbenzo[d]oxazol-2 (3H)-one in 82% yield as a light red solid., 59-49-4

59-49-4 2-Benzoxazolinone 6043, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; MEMORY PHARMACEUTICALS CORPORATION; WO2009/23844; (2009); A2;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is 5-Fluoro-2-methylbenzo[d]oxazole, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 701-16-6, its synthesis route is as follows.,701-16-6

Reference Example 42-1 (E)-2-(5-fluorobenzo[d]oxazol-2-yl)-N,N-dimethylethen-1-amine 5-Fluoro-2-methylbenzo[d]oxazole (2.00 g, 13 mmol) and N,N-dimethylformamide dimethyl acetal (3.5 mL, 26 mmol) were dissolved in DMF (13 mL), and the solution was stirred for 23 hours at 125C. The reaction liquid was left to cool to room temperature, and the solvent was distilled off under reduced pressure. A residue thus obtained was purified by silica gel column chromatography (hexane:ethyl acetate) (concentration gradient: 28% to 49%), and the title compound (brown crystals, 2.29 g, 84%) was obtained. 1H NMR(CDCl3, 400MHz):delta=2.98(s, 6H),5.03(d, 1H, J=13Hz),6.81(ddd, 1 H, J=3,9,9Hz),7.14(dd, 1H, J=3,9Hz),7.21(dd, 1H, J=4,9Hz),7.56(d , 1H, J=13Hz).

With the complex challenges of chemical substances, we look forward to future research findings about 5-Fluoro-2-methylbenzo[d]oxazole

Reference£º
Patent; Nippon Chemiphar Co., Ltd.; Kinki University; TANAKA Hiroto; OOI Isao; MOGI Yuzo; HIROSE Masaaki; ENDO Tsuyoshi; OGAWA Toru; KAWABATA Atsufumi; (171 pag.)EP3404021; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

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

General procedure: To an oven dried 25 mL round bottom flask, palladium complex (7 mg, 3 mol %), cesium carbonate (325 mg, 1 mmol), silver(I) oxide (229 mg, 1 mmol) and azole substrate (0.5 mmol) in 2 mL DMF, under air, were added. Phenyl acetylene substrate (1 mmol) in DMF (2 mL) was added to the reaction vessel slowly by dropping funnel over 2 h while stirring the reaction mixture on preheated oil bath at 85 C. The reaction was allowed to stir for 6 h at the same temperature. The reaction mixture was diluted with EtOAc then filtered through filter paper. The filtrate was quenched with Ice coldwater and then, aqueous layer was extracted with EtOAc. The organic phase was washed with NaCl (satd aq), dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography.

132244-31-6 is used more and more widely, we look forward to future research findings about 5-Bromobenzo[d]oxazole

Reference£º
Article; Parsharamulu, Thupakula; Vishnuvardhan Reddy, Police; Likhar, Pravin R.; Lakshmi Kantam, Mannepalli; Tetrahedron; vol. 71; 13; (2015); p. 1975 – 1981;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5-Fluorobenzo[d]oxazole-2-thiol, cas is 13451-78-0, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,13451-78-0

Step 2 The 2-mercapto-5-fluorobenzoxazole (2.0 g, 11.8 mmol) is slurried into POCl3 (9.7 mL, 104 mmol). The slurry is treated with PCl5 (3.0 g, 14.2 mmol) and 5.0 mL of anhydrous CH2 Cl2. The mixture is stirred at room temperature for 5.5 hours. After this time excess POCl3 is removed under reduced pressure. The residue is treated with saturated aqueous NaHCO3 and the mixture is poured into a separatory funnel. The mixture is extracted with EtOAc and the combined extracts are washed with brine and dried over anhydrous Na2 SO4. Filtration and concentration gives 1.76 g of 2-chloro-5-fluorobenzoxazole as a waxy solid. The crude chloride is used in the piperazine displacement reaction.

With the rapid development of chemical substances, we look forward to future research findings about 5-Fluorobenzo[d]oxazole-2-thiol

Reference£º
Patent; Pharmacia & Upjohn Company; US5736545; (1998); A;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

As a common heterocyclic compound, it belong benzoxazole compound,Benzo[d]oxazol-6-amine,177492-52-3,Molecular formula: C7H6N2O,mainly used in chemical industry, its synthesis route is as follows.,177492-52-3

General procedure: A mixture of the appropriate amine (1M-3M, 2 mmol) and the appropriate aldehyde (2.2 mmol) in ethanol (10 mL) was stirred at room temperature for 8 h.

With the synthetic route has been constantly updated, we look forward to future research findings about Benzo[d]oxazol-6-amine,belong benzoxazole compound

Reference£º
Article; Zhang, Da-Jun; Sun, Wen-Fang; Zhong, Zhao-Jin; Gao, Rong-Mei; Yi, Hong; Li, Yu-Huan; Peng, Zong-Gen; Li, Zhuo-Rong; Molecules; vol. 19; 1; (2014); p. 925 – 939;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Name is Benzo[d]oxazol-6-amine, as a common heterocyclic compound, it belongs to benzoxazole compound, and cas is 177492-52-3, its synthesis route is as follows.,177492-52-3

General procedure: Procedure A: The isothiocyanate compound (1 equiv) was added to the solution of amine (1 equiv) in 5 ml of a mixture of dichloromethane and acetonitrile (1:1, v/v). The mixture was cooled to 0C. Then, triethylamine (2 equiv) was added gradually. The mixture was stirred at 0C for 15 min, after which stirring was continued at room temperature for 2-10 h. The reaction mixture was concentrated, extracted with dichloromethane, and washed with brine.The organic layer was dried over MgSO4 and purified by column chromatography (MeOH/CH2Cl2) or by preparative TLC (MeOH/CH2Cl2) to afford the desired product.

With the complex challenges of chemical substances, we look forward to future research findings about Benzo[d]oxazol-6-amine

Reference£º
Article; Lee, Jeewoo; Tran, Phuong-Thao; Hoang, Van-Hai; Thorat, Shivaji A.; Kim, Sung Eun; Ann, Jihyae; Chang, Yu Jin; Nam, Dong Woo; Song, Hyundong; Mook-Jung, Inhee; Lee, Jiyoun; Bioorganic and Medicinal Chemistry; vol. 21; 13; (2013); p. 3821 – 3830;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

5-Bromo-2-ethylbenzo[d]oxazole, cas is 938458-80-1, it is a common heterocyclic compound, the benzoxazole compound, its synthesis route is as follows.,938458-80-1

The intermediate 12 22.0 g (97.3 mmol), Bis(pinacolato)diboron 49.4 g (194.6 mmol), Pd(dppf)Cl2.CH2Cl2 3.97 g (4.87 mmol), potassium acetate (KOAc) 19.0 g (291.9 mmol), and dioxane 486 mL were input into a one-neck 500 mL flask to obtain a mixture. Then, the mixture was refluxed and stirred at 100 C. for 12 hours. After completion of the reaction, the reaction product was subjected to distillation under reduced pressure to remove the solvent from the reaction product. A thus-resulting solid was dissolved in dichloromethane, and filtered using Celite, and washed with dichloromethane. A thus-resulting product was crystallized using hexane, to obtain a solid compound (intermediate 13) 18.0 g (yield: 67.7%).

With the rapid development of chemical substances, we look forward to future research findings about 5-Bromo-2-ethylbenzo[d]oxazole

Reference£º
Patent; LG Display Co., Ltd.; Ryu, Daewon; Kim, Dohan; Kang, Hyeseung; HAN, Sang Bae; Moon, Seong-Shik; KIM, Kyousic; (211 pag.)US2020/10460; (2020); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem