Analyzing the synthesis route of 4570-41-6

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

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

Step 4:To a solution of 3-(4-fluorophenyl)-2-(3-methanesulfonylphenyl)propionic acid (200 mg, 0.62 mmol) and 2-aminobenzoxazole (87 mg, 0.65 mmol) in CH2Cl2 (10 mL) was added DMAP (23 mg, 0.19 mmol) and EDC.HCl (144 mg, 0.75 mmol).The reaction mixture was stirred at room temperature overnight and then concentrated in vacuo.Purification by chromatography (silica, 0-50percent ethyl acetate/hexanes stepwise gradient)) afforded N-benzooxazol-2-yl-3-(4-fluorophenyl)-2-(3-methanesulfonyl-phenyl)propionamide (62 mg, 23percent): m.p. 99-100¡ã C., LC/MS-ESI observed [M+H]+ 439.

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

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

Analyzing the synthesis route of 4570-41-6

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

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

General procedure: The compound 14?16 (1 mmol) was dissolved in dry ethanol (5 mL). To this, benzoxazol-2-amine (11)/benzothiazol-2-amine (12)/1H-benzimidazol-2-amine (13) (1.3 mmol) and a catalytic amount of methylsulfonic acid (0.2mL) were added and heated at 70 ¡ãC for 3?5 h. The reaction mixture was cooled and diluted with water (15 mL). The resultant solid was filtered, dried and recrystallized from 2-propanol.

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

Reference£º
Article; Seenaiah; Reddy, P. Ramachandra; Reddy, G. Mallikarjuna; Padmaja; Padmavathi; Siva Krishna; European Journal of Medicinal Chemistry; vol. 77; (2014); p. 1 – 7;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Brief introduction of 4570-41-6

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

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.

[000213] To a stirred solution of crude acid chloride (70 mg, crude) in CH2C12 (5 mL) under argon atmosphere were added 2-chloro-4-fluoroaniline 184 (25 mg, 0.17 mmol) and pyridine (0.07 mL, 0.86 mmol) at 0 ¡ãC; warmed to RT and stirred for 16 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted with water (20 mL) and extracted with CH2C12 (2 x 30 mL). The combined organic extracts were washed with 1 N HC1 (20 mL), 10percent NaHCO3 solution (30 mL), brine (15 mL) dried over sodium sulfate, filtered and concentrated in vacuo to obtain crude. The precipitated material was either directly dried in vacuo or triturated or purified through silica gel column chromatography /preparative HPLC or by acid-base treatment to afford the desired compound.

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

Reference£º
Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); A1;,
Benzoxazole – Wikipedia
Benzoxazole | C7H5NO – PubChem

Downstream synthetic route of 4570-41-6

The synthetic route of 4570-41-6 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.4570-41-6,Benzo[d]oxazol-2-amine,as a common compound, the synthetic route is as follows.

Step 5:To a solution of (S)-2-(4-methanesulfonyl-phenyl)-3-o-tolyl-propionic acid (214 mg, 0.67 mmol) and 2-amino-benzoxazole (90 mg, 0.67 mmol) in CH2Cl2 (10 mL) was added DMAP (24 mg, 0.2 mmol) and EDC.HCl (154 mg, 0.8 mmol).The reaction mixture was stirred at room temperature for 2 days.The reaction mixture was concentrated in vacuo.Purification by chromatography (silica, 0-1.5percent methanol/CH2Cl2 gradient), followed by RPHPLC purification (C4 reverse phase, 10-90percent acetonitrile/0.1percent aqueous TFA buffer) afforded (S)-N-Benzooxazol-2-yl-2-(4-methanesulfonyl-phenyl)-3-o-tolyl-propionamide (68 mg, 23percent): m.p. 106-108¡ã C., LC/MS-ESI observed [M+H]+ 435, [alpha]28=+43.6¡ã (c=0.5, methanol), 75percent ee by chiral HPLC determination.

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

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

Brief introduction of 4570-41-6

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

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-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).

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

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

New learning discoveries about 4570-41-6

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

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 6 N-Benzooxazol-2-yl-3-cyclopentyl-2-(3,4-dichloro-phenyl)-propionamide A solution of triphenylphosphine (274 mg, 1.04 mmol) in methylene chloride (6 mL) was cooled to 0¡ã C. and then treated with N-bromosuccinimide (211 mg, 1.18 mmol). The resulting brownish-purple mixture was stirred at 0¡ã C. for 5 min until the reaction mixture became homogeneous. The reaction mixture was then treated with 3-cyclopentyl-2-(3,4-dichloro-phenyl)-propionic acid (prepared as in Example 1, 200 mg, 0.70 mmol). The reaction mixture was stirred at 0¡ã C. for 20 min and then allowed to warm to 25¡ã C. where it was stirred for 30 min. The reaction mixture was then treated with 2-aminobenzoxazole (140 mg, 1.04 mmol) and pyridine (0.17 mL, 2.09 mmol), and the reaction mixture was allowed to stir at 25¡ã C. for 20 h. The resulting reaction mixture was diluted with water (15 mL) and then extracted with methylene chloride (3*15 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, 80/20 hexanes/ethyl acetate) afforded N-benzooxazol-2-yl-3-cyclopentyl-2-(3,4-dichloro-phenyl)-propionamide (214 mg, 76percent) as a light yellow foam: EI-HRMS m/e calcd for C21H20Cl2N2O2 (M+) 402.0902, found 402.0908.

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

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

 

Simple exploration of 4570-41-6

As the paragraph descriping shows that 4570-41-6 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.4570-41-6,Benzo[d]oxazol-2-amine,as a common compound, the synthetic route is as follows.

Step 4:To a solution of 3-(4-fluoro-phenyl)-2-(4-methanesulfonyl-2-methyl-phenyl)-propionic acid (131 mg, 0.39 mmol) and 2-aminobenzoxazole (67 mg, 0.5 mmol) in CH2Cl2 (6 mL) was added DMAP (15 mg, 0.12 mmol) and EDC.HCl (96 mg, 0.5 mmol).The reaction mixture was stirred at room temperature overnight, poured onto 0.1percent aqueous HCl and extracted 3 times with CH2Cl2.The combined organic extract was dried over Na2SO4 and concentrated in vacuo.Purification by chromatography (silica, 1percent methanol in CH2Cl2) followed by re-purification by chromatography (silica, 50percent ethyl acetate/hexanes) afforded N-benzooxazol-2-yl-3-(4-fluorophenyl)-2-(4-methane-sulfonyl-2-methyl-phenyl)-propionamide (60 mg, 34percent): 1H NMR (400 MHz, DMSO-d6) delta ppm 2.42 (s, 3H) 2.95 (dd, J=13.64, 6.06 Hz, 1H) 3.18 (s, 3H) 3.38 (m, 2H) 7.09 (t, J=8.84 Hz, 2H) 7.20-7.34 (m, 4H) 7.57 (dd, J=18.69, 7.07 Hz, 2H) 7.67-7.83 (m, 3H) 11.91 (s, 1H).

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