Category: 4570-41-6

A common heterocyclic compound, the benzoxazole compound, name is Benzo[d]oxazol-2-amine,cas is 4570-41-6, mainly used in chemical industry, its synthesis route is as follows.,4570-41-6

Step 1:To a solution of 4-pyridyl acetic acid hydrochloride (521 mg, 3 mmol) and 2-aminobenzoxazole (402 mg, 3 mmol) in CH2Cl2 (50 mL) was added DMAP (110 mg, 0.9 mmol) and EDC.HCl (690 mg, 4 mmol).The reaction mixture was stirred at room temperature over night.The reaction mixture was concentrated in vacuo.Purification by chromatography (silica, 2-5percent methanol/CH2Cl2 gradient) afforded N-benzooxazol-2yl-2-pyridin-4-yl-acetamide (228 mg, 30percent): 1H NMR (300 MHz, METHANOL-d4) delta ppm 5.05 (br. s., 2H) 7.19-7.35 (m, 2H) 7.39-7.49 (m, 3H) 7.54 (dt, J=7.25, 1.08 Hz, 1H) 8.39-8.56 (m, 2H).

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

Reference£º
Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4570-41-6,Benzo[d]oxazol-2-amine,as a common compound, the synthetic route is as follows.

2-Bromopyridine (1) (1 .Og, 6.3mmol), benzo[d]oxazol-2-amine (2) (0.871 g,6.4mmol), Xantphos (0.37g, 0.63mmol), and 052003 (3.09g, 9.4mmol) werecombined in dry 1,4-dioxane (l5mL). The reaction mixture was degassed with N2(g) and placed under vacuum for 10mm. Pd2(dba)3 (0.289g, 0.31 mmol) was then added and the resulting reaction mixture was heated at 90¡ãC for 30h. It was then poured onto demineralized water (200mL), and extracted with EtOAc (3 x lOOmL). The organic phases were combined, dried over Na2504, filtered and subsequentlyconcentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1:1) to provide N-(pyridin-2-yl)benzo[d]oxazol-2-amine (3) as a yellow solid (0.8g, 60percent).LCMS (ES): Found 212.1 [M+H].

The synthetic route of 4570-41-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; TOMASSI, Cyrille Davy; CECIL, Alexander Richard Liam; MACCORMICK, Somhairle; NODES, William John; SILVA, Franck Alexandre; WO2014/181137; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4570-41-6,Benzo[d]oxazol-2-amine,as a common compound, the synthetic route is as follows.

Example 66: 4-r3-(4-Chloro-phenoxy)-benzyl1-piperazine-1 -carboxylic acid benzooxazol-2-ylamide.; To a solution of benzooxazole-2-ylamine (35.8 mg, 0.267 mmol) in CH2CI2 (6.0 ml_) was added N,N’-disuccinimidyl carbonate (68.4 mg, 0.267 mmol). The reaction mixture was stirred at rt for 6 h, then treated with 1-[3-(4-chloro-phenoxy)- benzyl]-piperazine hydrochloride (100 mg, 0.267 mmol) and diisopropylethylamine (92 mul_, 0.536 mmol) and stirred for an additional 16 h at rt. The reaction mixture was diluted with EtOAc (100 ml_) and extracted with H2O (100 ml_) then saturated aqueous NaCI (50 ml_). The organic layer was dried (MgSO4), and concentrated. The crude residue was purified (FCC, 2 N NH3 in MeOH/DCM) to give 4-[3-(4-chloro- phenoxy)-benzyl]-piperazine-1 -carboxylic acid benzooxazol-2-ylamide (78.0 mg, 63percent). MS (ESI+): calcd for C25H23CIN4O3 m/z 462.15, found 463.5 (M+H)+. 1H NMR (d6-DMSO): 12.13 (br s, 1 H), 7.46-7.39 (m, 3H), 7.36 (t, J = 7.9, 1 H), 7.30 (br s, 1 H), 7.22 (t, J = 7.6, 1 H), 7.18-7.11 (m, 2H), 7.04 (d, J = 9.0, 2H), 7.00 (br s, 1 H), 6.94- 6.91 (m, 1 H), 3.73-3.54 (br m, 4H), 3.50 (s, 2H), 2.40-2.31 (m, 4H).

The synthetic route of 4570-41-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BREITENBUCHER, J., Guy; KEITH, John, M.; TICHENOR, Mark, S.; CHAMBERS, Alison, L.; JONES, William, M.; HAWRYLUK, Natalie, A.; TIMMONS, Amy, K.; MERIT, Jeffrey, E.; SEIERSTAD, Mark, J.; WO2010/68453; (2010); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

A common heterocyclic compound, the benzoxazole compound, name is Benzo[d]oxazol-2-amine,cas is 4570-41-6, mainly used in chemical industry, its synthesis route is as follows.,4570-41-6

General procedure: A slurry of (2-chloro-4-(1-(3,4,5-trimethoxyphenyl)-lH-imidazol-4-ylamino)pyrrolo[1,2- f][1,2,4]triazin-7-yl)methanol (101b) (97 mg, 0.23 mmol), (S)-pyrrolidin-2-ylmethanol (171 mg, 1.69 mmol), di-tert-butyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (di-t-Bu-XPhos, 14 mg, 0.034 mmol), Pd2(dba)3 (14 mg, 0.016 mmol), sodium tert-butoxide (162 mg, 1.69 mmol) in PhMe (5 mL) was degassed and placed in a sealed reactor. The reaction was heated at 100 ¡ãC for 48 hr, cooled to room temperature, quenched with saturated aqueous H4CI and extracted with ethyl acetate (3 x 20 mL). The organic layers were combined, washed with water, brine, dried, filtered and concentrated in vacuum to dryness. The residue obtained was purified by flash column chromatography (Silica gel 12 g, eluting with MeOH in DCM from 0 to 40percent) to afford (S)-(l-(7-(hydroxymethyl)-4-(l-(3,4,5-trimethoxyphenyl)-lH-imidazol-4- ylamino)pyrrolo[l,2-f][l,2,4]triazin-2-yl)pyrrolidin-2-yl)methanol (101c) (12 mg, 11 percent yield) as a white solid; MR (300 MHz, DMSO-^e) delta 10.47 (s, 1H, D20 exchangeable), 8.24 (d, J = 1.5 Hz, 1H), 7.97 (s, 1H), 7.10 (d, J= 4.4 Hz, 1H), 6.96 (s, 2H), 6.37 (d, J = 4.4 Hz, 1H), 4.67 (s, 2H), 4.32 – 4.09 (m, 1H), 3.88 (s, 6H), 3.79 – 3.70 (m, 1H), 3.68 (s, 3H), 3.67 – 3.52 (m, 1H), 3.53 – 3.20 (m, 2H), 2.14 – 1.75 (m, 4H); MS (ES+): 496.5 (M+l), 518.5 (M+Na); MS (ES-): 494.4 (M-l).

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

Reference£º
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6, Benzo[d]oxazol-2-amine is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a suspension of benzo[d]oxazol-2-amine (5.Og, 37.3mmol) in DMF (5OmL) was added 20.0 M NaOH (1.86mL, 37.3mmol) at 0 00. The reaction mixture was stirred for 10 mm and CS2 (6.32mL, 93.2mmol) was added dropwise at 0 00 and the reaction mixture was further stirred for 10 mm at 0 00 An additional portion of 20.0 M NaOH (1.86mL, 37.3mmol) was added at 0 00 and reaction mixture was again stirred for 10 mm at 0 00 Finally, CH3I (5.84mL, 93.2mmol) was added dropwise at 0 00. The reaction mixture was stirred at rt for 30 mm. The TLC showed reaction to be complete. The mixture was poured into ice-water (lOOmL) and the precipitated solid was filtered , washed with water(5OmL) followed by hexane (3OmL) and dried under reduced pressure to obtain dimethyl benzo[d]oxazol-2- ylcarbonimidodithioate as an off white solid . Yield: 6.92g (78percent). MS (ESl+) for CHNOS m/z 239.03 [M+H] 1H NMR (400 MHz, DMSO-d6): 7.64 (bs, 2H), 7.32 (bs, 2H), 2.67 (bs, 6H).

4570-41-6, 4570-41-6 Benzo[d]oxazol-2-amine 20707, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; DISCUVA LTD.; MEO, Dr Paul; KHAN, Dr. Nawaz; (284 pag.)WO2018/37223; (2018); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4570-41-6,Benzo[d]oxazol-2-amine,as a common compound, the synthetic route is as follows.

2-Bromo-5-fluoropyridine (1) (lOg, 5.7lmmol), benzo[d]oxazol-2-amine (2) (766mg, 5.7lmmol), Xantphos (0.33g, 0.S7mmol), and Cs2003 (2.79g, 8.S6mmol) were combined in dry 1,4-dioxane (l5mL). The reaction mixture was degassed with N2(g) and placed under vacuum for 10mm. Pd2(dba)3 (0.261g, 0.28mmol) was then addedand the resulting reaction mixture was heated at 9000 for 30h. It was then poured onto demineralized water (200mL), and extracted with EtOAc (3 x lOOmL). The organic phases were combined, dried over Na2SO4, filtered and subsequently concentrated in vacuo. The resulting residue was purified by flash chromatography with EtOAc/Hexane (1:1) to provide N-(5-fluoropyridin-2-yl)benzo[d]oxazol-2-amine(3) as a yellow solid (0.6g, 46percent).LCMS (ES): Found 230.1 [M+H].

4570-41-6, 4570-41-6 Benzo[d]oxazol-2-amine 20707, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; TOMASSI, Cyrille Davy; CECIL, Alexander Richard Liam; MACCORMICK, Somhairle; NODES, William John; SILVA, Franck Alexandre; WO2014/181137; (2014); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6, Benzo[d]oxazol-2-amine is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4570-41-6

The reaction mixture of 2-aminobenzoxazole (0.25 g; 1.86 mmol) and salicylaldehyde (0.230 g; 1.86 mmol) dissolved in 40 cm3 of dry toluene containing 3 drops of piperidine was heated at reflux temperature for 6 hours under nitrogen. The initial yellow solution of the reaction mixture turned orange and was allowed to cool down to room temperature after the reflux period and thereafter left overnight in the fridge in order to induce precipitation. The resultant yellow precipitate was filtered and washed with cold anhydrous toluene and petroleum ether. Yield = 80percent, M.P. = 136 ? 138 ¡ãC. IR (numax/cm-1): nu(N-H) 3339, nu(O-H) 3056 (w), nu(C=O) 1706 (m), nu(C=N) 1601 (vs), nu(C-N) 1244 (s). 1H NMR (295K/ppm, see Fig. S2): 9.68 (s, 1H, NH), 7.98 (d, 1H, H5), 7.75 ? 7.67 (m, 2H, H2, H3), 7.54 (t, 1H, H4), 7.43 ? 7.35 (m, 2H, H10, H11), 7.07 ? 6.98 (m, 2H, H9, H12), 3.36 (br, s, 1H, OH). UV-Vis (DMF, (lambdamax (epsilon, M-1cm-1))): 241 nm (10974); 282 nm (8712); 330 nm (15707); 351 nm (16979); 383 nm (20673).

The synthetic route of 4570-41-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Booysen, Irvin Noel; Adebisi, Abimbola; Akerman, Matthew Piers; Inorganica Chimica Acta; vol. 433; (2015); p. 13 – 20;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4570-41-6,Benzo[d]oxazol-2-amine,as a common compound, the synthetic route is as follows.

Step 1:To a solution of 4-fluorophenylacetic acid (1.0 g, 6.5 mmol) and 2-amino-benzoxazole (850 mg, 6.5 mmol) in CH2Cl2 (50 mL) was added DMAP (237 mg, 1.9 mmol) and EDC.HCl (1.5 g, 7.8 mmol).The reaction mixture was stirred at room temperature over night.The reaction mixture was concentrated in vacuo.Purification by chromatography (silica, 30percent ethyl acetate/CH2Cl2) afforded N-benzooxazol-2-yl-2-(4-fluorophenyl)acetamide (1.44 g, 82percent): 1H NMR (300 MHz, DMSO-d6) delta ppm 3.85 (s, 2H) 7.11-7.21 (m, 2H) 7.23-7.44 (m, 4H) 7.52-7.69 (m, 2H).

As the paragraph descriping shows that 4570-41-6 is playing an increasingly important role.

Reference£º
Patent; Brotherton-Pleiss, Christine E.; Walker, Keith A. M.; US2012/149718; (2012); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6, Benzo[d]oxazol-2-amine is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 33 N-Benzooxazol-2-yl-3-cyclopentyl-2-(4-methanesulfonyl-3-nitro-phenyl)-propionamide A solution of 3-cyclopentyl-2-(4-methanesulfonyl-3-nitrophenyl)-propionic acid (prepared as in Example 32, 50 mg, 0.15 mmol), triethylamine (0.060 mL, 0.44 mmol), benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (98 mg, 0.22 mmol), and 2-aminobenzoxazole (30 mg, 0.22 mmol) in N,N-dimethylformamide (3 mL) was stirred at 25¡ã C. for 3 h. The reaction mixture was then diluted with water (25 mL), a 1N aqueous hydrochloric acid solution (5 mL), and ethyl acetate (25 mL). The layers were separated. The resulting organic layer was washed with a saturated aqueous sodium chloride solution (1*25 mL), dried over magnesium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 2/1 hexanes/ethyl acetate) afforded N-benzooxazol-2-yl-3-cyclopentyl-2-(4-methanesulfonyl-3-nitro-phenyl)-propionamide (13 mg, 19.5percent) as a yellow solid: mp 106-110¡ã C.; EI-HRMS m/e calcd for C22H23N3O6S (M+) 457.1308, found 457.1323.

4570-41-6, 4570-41-6 Benzo[d]oxazol-2-amine 20707, abenzoxazole compound, is more and more widely used in various fields.

Reference£º
Patent; Corbett, Wendy Lea; Grimsby, Joseph Samuel; Haynes, Nancy-Ellen; Kester, Robert Francis; Mahaney, Paige Erin; Sarabu, Ramakanth; US2002/103199; (2002); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

4570-41-6, Benzo[d]oxazol-2-amine is a benzoxazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,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).

The synthetic route of 4570-41-6 has been constantly updated, and we look forward to future research findings.

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;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem